Metal-Triflate-Catalyzed Synthesis of Polycyclic Tertiary Alcohols by Cyclization of γ-Allenic Ketones
It has been established that bismuth(III) triflate catalyzes the cyclization of γ‐allenic ketones under mild reaction conditions. This reaction allows the selective formation of polycyclic tertiary alcohols from cyclic ketone derivatives. The resulting dienols can engage in stereoselective cycloaddi...
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| Published in | Angewandte Chemie (International ed.) Vol. 53; no. 16; pp. 4177 - 4180 |
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| Main Authors | , , |
| Format | Journal Article |
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Weinheim
WILEY-VCH Verlag
14.04.2014
WILEY‐VCH Verlag Wiley |
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| Abstract | It has been established that bismuth(III) triflate catalyzes the cyclization of γ‐allenic ketones under mild reaction conditions. This reaction allows the selective formation of polycyclic tertiary alcohols from cyclic ketone derivatives. The resulting dienols can engage in stereoselective cycloadditions to efficiently afford complex polycyclic systems.
Simply complex: The described catalytic carbonyl‐ene reaction is efficiently performed under mild reaction conditions by using only 1 mol % of bismuth(III) triflate, thus affording functionalized molecular scaffolds. Complex polycyclic structures with a defined stereochemistry have been synthesized by using the carbonyl‐ene products in a subsequent hydroxy‐directed Diels–Alder reaction. |
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| AbstractList | Abstract
It has been established that bismuth(III) triflate catalyzes the cyclization of γ‐allenic ketones under mild reaction conditions. This reaction allows the selective formation of polycyclic tertiary alcohols from cyclic ketone derivatives. The resulting dienols can engage in stereoselective cycloadditions to efficiently afford complex polycyclic systems. It has been established that bismuth(III) triflate catalyzes the cyclization of γ‐allenic ketones under mild reaction conditions. This reaction allows the selective formation of polycyclic tertiary alcohols from cyclic ketone derivatives. The resulting dienols can engage in stereoselective cycloadditions to efficiently afford complex polycyclic systems. Simply complex: The described catalytic carbonyl‐ene reaction is efficiently performed under mild reaction conditions by using only 1 mol % of bismuth(III) triflate, thus affording functionalized molecular scaffolds. Complex polycyclic structures with a defined stereochemistry have been synthesized by using the carbonyl‐ene products in a subsequent hydroxy‐directed Diels–Alder reaction. It has been established that bismuth(III) triflate catalyzes the cyclization of γ-allenic ketones under mild reaction conditions. This reaction allows the selective formation of polycyclic tertiary alcohols from cyclic ketone derivatives. The resulting dienols can engage in stereoselective cycloadditions to efficiently afford complex polycyclic systems. It has been established that bismuth(III) triflate catalyzes the cyclization of gamma-allenic ketones under mild reaction conditions. This reaction allows the selective formation of polycyclic tertiary alcohols from cyclic ketone derivatives. The resulting dienols can engage in stereoselective cycloadditions to efficiently afford complex polycyclic systems. |
| Author | Lemière, Gilles Diaf, Ilhem Duñach, Elisabet |
| Author_xml | – sequence: 1 givenname: Ilhem surname: Diaf fullname: Diaf, Ilhem organization: Institut de Chimie de Nice UMR 7272, Université de Nice Sophia-Antipolis, CNRS, Parc Valrose, 06108 Nice Cedex 2 (France) – sequence: 2 givenname: Gilles surname: Lemière fullname: Lemière, Gilles email: lemiere@unice.fr organization: Institut de Chimie de Nice UMR 7272, Université de Nice Sophia-Antipolis, CNRS, Parc Valrose, 06108 Nice Cedex 2 (France) – sequence: 3 givenname: Elisabet surname: Duñach fullname: Duñach, Elisabet email: dunach@unice.fr organization: Institut de Chimie de Nice UMR 7272, Université de Nice Sophia-Antipolis, CNRS, Parc Valrose, 06108 Nice Cedex 2 (France) |
| BackLink | https://www.ncbi.nlm.nih.gov/pubmed/24623717$$D View this record in MEDLINE/PubMed |
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| Cites_doi | 10.1021/ol051262e 10.1021/jo102452d 10.1021/cr0684319 10.1021/cr100376w 10.1021/ol049680r 10.1002/anie.200804025 10.1002/ejoc.201100270 10.1039/c0cs00206b 10.1021/ol0513701 10.1039/b206372g 10.1021/ol035486d 10.1021/ja076080p 10.1021/jo8021567 10.1021/ol202170c 10.1021/ol3009667 10.1021/jo049252z 10.1021/ol900198r 10.1002/ejoc.200300754 10.1021/ol026670m 10.1039/b816696j 10.1021/jo020017v 10.1021/jo101279z 10.1021/ja050626v 10.1016/j.tet.2008.06.075 10.1021/jo047887s 10.1021/ol8019567 10.1021/ol0612962 10.1039/b207620a 10.1002/anie.200904610 10.1021/ol0067235 10.1021/ja104119j 10.1021/ol025557t 10.1039/c3ob26537d 10.1021/cr980054f 10.1039/b803898h 10.1021/ol034787k 10.1021/jo020664m 10.1021/cr300050n 10.1002/ange.200904610 10.1002/1521-3757(20020503)114:9<1654::AID-ANGE1654>3.0.CO;2-I 10.1039/c39790000529 10.1016/S0040-4020(01)97179-0 10.1002/1521-3773(20020118)41:2<343::AID-ANIE343>3.0.CO;2-1 10.1039/b209175p 10.1021/ja00314a023 10.1055/s-1998-1557 10.2174/138527206778018203 10.1016/0040-4039(88)85321-8 10.1021/jo00372a018 10.1016/S0040-4039(01)81966-3 10.1039/p19910001221 10.1021/cr950065y 10.1021/cr950016l 10.1002/1521-3773(20020503)41:9<1584::AID-ANIE1584>3.0.CO;2-Y 10.1016/S0040-4039(00)84497-4 10.1021/ja00242a053 10.1021/jo00122a001 10.1002/hlca.19790620202 10.1055/s-1998-1801 10.1021/jo00195a022 10.1002/1521-3757(20020118)114:2<353::AID-ANGE353>3.0.CO;2-M 10.1002/ange.200804025 10.1016/S0040-4039(00)61631-3 10.1039/a804980g 10.1039/p19910001397 |
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| Keywords | LEWIS-ACID ALDEHYDES ENE REACTIONS CARBONYL UNITS BUTYROLACTONES cyclizations allenes CYCLOPENTANOLS BISMUTH(III) TRIFLATE homogeneous catalysis DIELS-ALDER REACTION CYCLOISOMERIZATIONS EFFICIENT synthetic methods bismuth |
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| Notes | ArticleID:ANIE201310724 CNRS ark:/67375/WNG-LNWLJL14-N istex:AEE189AAF00EE248DA7F5D786D04370686952226 French Agence Nationale de la Recherche - No. ANR-ALEA 2013-BS07-0009-01 We acknowledge a scholarship to I.D. by the Algerian Ministry of Research. This work was partially supported by the French Agence Nationale de la Recherche (project ANR-ALEA 2013-BS07-0009-01), the University of Nice-Sophia Antipolis, and the CNRS. We are grateful to Dr. Fabien Fontaine-Vive for fruitful discussions on DFT calculations. Algerian Ministry of Research University of Nice-Sophia Antipolis We acknowledge a scholarship to I.D. by the Algerian Ministry of Research. This work was partially supported by the French Agence Nationale de la Recherche (project ANR‐ALEA 2013‐BS07‐0009‐01), the University of Nice‐Sophia Antipolis, and the CNRS. We are grateful to Dr. Fabien Fontaine‐Vive for fruitful discussions on DFT calculations. ObjectType-Article-1 SourceType-Scholarly Journals-1 ObjectType-Feature-2 content type line 23 |
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| References | Angew. Chem. Int. Ed. 2009, 48, 9875-9878 Y.-H. Ha, S.-K. Kang, Org. Lett. 2002, 4, 1143-1146 D. Belotti, J. Cossy, J. P. Pete, C. Portella, J. Org. Chem. 1986, 51, 4196-4200 M. Bertrand, M. L. Roumestant, P. Sylvestre-Panthet, Tetrahedron Lett. 1981, 22, 3589-3590 B. D. Kelly, J. M. Allen, R. E. Tundel, T. H. Lambert, Org. Lett. 2009, 11, 1381-1383 R. Clément, C. M. Grise, L. Barriault, Chem. Commun. 2008, 3004-3006 Z. Zhang, G. Zhu, X. Tong, F. Wang, X. Xie, J. Wang, L. Jiang, Curr. Org. Chem. 2006, 10, 1457-1478 M. Presset, Y. Coquerel, J. Rodriguez, J. Org. Chem. 2009, 74, 415-418. G. Pattenden, G. M. Robertson, Tetrahedron 1985, 41, 4001-4011 K. Komeyama, N. Saigo, M. Miyagi, K. Takaki, Angew. Chem. 2009, 121, 10059-10062 K. Komeyama, K. Takahashi, K. Takaki, Org. Lett. 2008, 10, 5119-5122 J. Montgomery, M. Song, Org. Lett. 2002, 4, 4009-4011 B. M. Trost, P. G. McDougal, K. J. Haller, J. Am. Chem. Soc. 1984, 106, 383-395 P. Anastasis, R. Duffin, V. Matassa, K. H. Overton, J. Chem. Soc. Perkin Trans. 1 1991, 1221-1224 H. Tsukamoto, T. Matsumoto, Y. Kondo, J. Am. Chem. Soc. 2008, 130, 388-389. H. Gaspard-Iloughmane, C. Le Roux, Eur. J. Org. Chem. 2004, 2517-2532. G. C. Lloyd-Jones, Org. Biomol. Chem. 2003, 1, 215-236 M. Banwell, D. C. R. Hockless, M. D. McLeod, New J. Chem. 2003, 27, 50-59. S.-K. Kang, Y.-H. Ha, B.-S. Ko, Y. Lim, J. Jung, Angew. Chem. 2002, 114, 353-355 J. M. Bothwell, S. W. Krabbe, R. S. Mohan, Chem. Soc. Rev. 2011, 40, 4649-4707 F. Mühlthau, O. Schuster, T. Bach, J. Am. Chem. Soc. 2005, 127, 9348-9349. Angew. Chem. Int. Ed. 2002, 41, 1584-1586 D. E. Ward, M. S. Souweha, Org. Lett. 2005, 7, 3533-3536. D. Yang, M. Yang, N.-Y. Zhu, Org. Lett. 2003, 5, 3749-3752. I. Ojima, M. Tzamarioudaki, Z. Li, R. J. Donovan, Chem. Rev. 1996, 96, 635-662 P. A. Wender, C. R. D. Correia, J. Am. Chem. Soc. 1987, 109, 2523-2525 Angew. Chem. Int. Ed. 2002, 41, 343-345 S.-K. Kang, S.-W. Lee, J. Jung, Y. Lim, J. Org. Chem. 2002, 67, 4376-4379 L. Barriault, P. J. A. Ang, R. M. A. Lavigne, Org. Lett. 2004, 6, 1317-1319 M. Banwell, M. McLeod, Chem. Commun. 1998, 1851-1852 Y. Yamamoto, Chem. Rev. 2012, 112, 4736-4769. L. Barriault, J. D. O. Thomas, R. Clément, J. Org. Chem. 2003, 68, 2317-2323 C. Aubert, J.-P. Bégué, Tetrahedron Lett. 1988, 29, 1011-1014 A. Fürstner, Chem. Soc. Rev. 2009, 38, 3208-3221 C. Aubert, L. Fensterbank, P. Garcia, M. Malacria, A. Simonneau, Chem. Rev. 2011, 111, 1954-1993 B. M. Trost, M. J. Krische, Synlett 1998, 1-16 M. Bertrand, M.-L. Roumestant, P. Sylvestre-Panthet, J. Chem. Soc. Chem. Commun. 1979, 529-530 T. Gillmann, Tetrahedron Lett. 1993, 34, 607-610 A. C. Jackson, B. E. Goldman, B. B. Snider, J. Org. Chem. 1984, 49, 3988-3994 C. Aubert, O. Buisine, M. Malacria, Chem. Rev. 2002, 102, 813-834 C.-M. Yu, J. Youn, M.-K. Lee, Org. Lett. 2005, 7, 3733-3736 J. K. Crandall, M. Mualla, Tetrahedron Lett. 1986, 27, 2243-2246 T. Ollevier, Org. Biomol. Chem. 2013, 11, 2740-2755 G. A. Molander, E. P. Cormier, J. Org. Chem. 2005, 70, 2622-2626. Y.-J. Zhao, B. Li, L.-J. S. Tan, Z.-L. Shen, T.-P. Loh, J. Am. Chem. Soc. 2010, 132, 10242-10244 C.-M. Yu, Y.-T. Hong, J.-H. Lee, J. Org. Chem. 2004, 69, 8506-8509 M. G. Banwell, P. Darmos, M. D. McLeod, D. C. R. Hockless, Synlett 1998, 897 P. Rubenbauer, E. Herdtweck, T. Strassner, T. Bach, Angew. Chem. 2008, 120, 10260-10263 A. Abouabdellah, C. Aubert, J.-P. Bégué, D. Bonnet-Delpon, J. Guilhem, J. Chem. Soc. Perkin Trans. 1 1991, 1397-1403. J. Jin, D. T. Smith, S. M. Weinreb, J. Org. Chem. 1995, 60, 5366-5367. D. E. Ward, M. S. Abaee, Org. Lett. 2000, 2, 3937-3940 S.-K. Kang, Y.-T. Hong, J.-H. Lee, W.-Y. Kim, I. Lee, C.-M. Yu, Org. Lett. 2003, 5, 2813-2816 M. Lautens, W. Klute, W. Tam, Chem. Rev. 1996, 96, 49-92 N. Kawai, R. Abe, M. Matsuda, J. i. Uenishi, J. Org. Chem. 2011, 76, 2102-2114 E. Jiménez-Núñez, A. M. Echavarren, Chem. Rev. 2008, 108, 3326-3350 S.-K. Kang, S. K. Yoon, Chem. Commun. 2002, 2634-2635 S.-K. Kang, K.-J. Kim, Y.-T. Hong, Angew. Chem. 2002, 114, 1654-1656 M. Rueping, B. J. Nachtsheim, T. Scheidt, Org. Lett. 2006, 8, 3717-3719 G. Lemière, B. Cacciuttolo, E. Belhassen, E. Duñach, Org. Lett. 2012, 14, 2750-2753 R. L. Beingessner, J. A. Farand, L. Barriault, J. Org. Chem. 2010, 75, 6337-6346 Angew. Chem. Int. Ed. 2008, 47, 10106-10109 X. Li, X. Yang, H. Chang, Y. Li, B. Ni, W. Wei, Eur. J. Org. Chem. 2011, 3122-3125 A. F. Thomas, M. Ozainne, Helv. Chim. Acta 1979, 62, 361-368; <lit b> J. Ramharter, J. Mulzer, Org. Lett. 2011, 13, 5310-5313. M. L. Clarke, M. B. France, Tetrahedron 2008, 64, 9003-9031. 2002 2002; 114 41 1987; 109 2004; 69 2008; 108 2004; 6 2011; 13 2000; 2 2012; 14 2011; 111 1979 2009; 11 1993; 34 1995; 60 2013; 11 2002; 102 2003; 5 2005; 70 2003; 1 2008; 64 2010; 75 1986; 51 2011 2006; 10 1984; 49 2011; 40 1998 2006; 8 2008 1996; 96 2002; 4 2011; 76 2008; 10 1985; 41 2004 1991 2002 2009 2009; 121 48 1981; 22 2009; 74 2012; 112 1988; 29 2002; 67 2005; 127 2010; 132 1986; 27 2003; 68 2005; 7 2003; 27 1979 1984; 62 106 2008 2008; 120 47 2009; 38 2008; 130 Presset, M (WOS:000262004000051) 2009; 74 CRANDALL, JK (WOS:A1986C427400017) 1986; 27 Kang, SK (WOS:000179448500016) 2002 BELOTTI, D (WOS:A1986E686000018) 1986; 51 Montgomery, J (WOS:000179173700006) 2002; 4 Zhao, YJ (WOS:000280456100012) 2010; 132 Yu, CM (WOS:000225341300048) 2004; 69 GILLMANN, T (WOS:A1993KH81000011) 1993; 34 Banwell, M (WOS:000075737000034) 1998 Kang, SK (WOS:000173523400027) 2002; 41 Kang, SK (WOS:000175568900027) 2002; 41 ABOUABDELLAH, A (WOS:A1991FR22500009) 1991 Aubert, C (WOS:000174456500008) 2002; 102 Gaspard-Iloughmane, H (WOS:000222295800001) 2004; 2004 Molander, GA (WOS:000227928200026) 2005; 70 Rueping, M (WOS:000239655500025) 2006; 8 Komeyama, K. (000338968700017.38) 2009; 121 THOMAS, AF (WOS:A1979GM40600001) 1979; 62 Clement, R (WOS:000257236600009) 2008 Trost, BM (WOS:000071953200001) 1998 Barriault, L (WOS:000181639300034) 2003; 68 Frisch, M. J. (000338968700017.19) 2004 Kelly, BD (WOS:000264111100048) 2009; 11 Rubenbauer, P. (000338968700017.52) 2008; 120 Bothwell, JM (WOS:000293858500014) 2011; 40 Muhlthau, F (WOS:000230220900019) 2005; 127 Ramharter, J (WOS:000295313900085) 2011; 13 TROST, BM (WOS:A1984SA58300023) 1984; 106 Beingessner, RL (WOS:000282030200003) 2010; 75 Lloyd-Jones, GC (WOS:000181557300001) 2003; 1 Zhang, Z (WOS:000238932600007) 2006; 10 Yang, D (WOS:000185565500053) 2003; 5 BERTRAND, M (WOS:A1979HB59900008) 1979 Furstner, A (WOS:000271033400019) 2009; 38 BERTRAND, M (WOS:A1981MH03800011) 1981; 22 Rubenbauer, P (WOS:000262048700013) 2008; 47 Ward, DE (WOS:000230858500036) 2005; 7 Komeyama, K (WOS:000260922500006) 2008; 10 Ollevier, T (WOS:000317013800001) 2013; 11 Kang, SK (WOS:000184499600013) 2003; 5 Komeyama, K (WOS:000273452200019) 2009; 48 Aubert, C (WOS:000288820600020) 2011; 111 PATTENDEN, G (WOS:A1985AST1500009) 1985; 41 Banwell, MG (WOS:000180272200011) 2003; 27 Lautens, M (WOS:A1996TT87100004) 1996; 96 Kang, S.-K. (000338968700017.29) 2002; 114 Lemiere, G (WOS:000304682700025) 2012; 14 Yu, CM (WOS:000231294400034) 2005; 7 Banwell, MG (WOS:000075581600032) 1998 Tsukamoto, H (WOS:000252292500002) 2008; 130 ANASTASIS, P (WOS:A1991FM10700040) 1991 Kawai, N (WOS:000288692000015) 2011; 76 AUBERT, C (WOS:A1988M470600012) 1988; 29 JACKSON, AC (WOS:A1984TP22700022) 1984; 49 WENDER, PA (WOS:A1987G942100053) 1987; 109 Kang, S.-K. (000338968700017.32) 2002; 114 Yamamoto, Y (WOS:000307200000012) 2012; 112 JIN, J (WOS:A1995RR46400001) 1995; 60 Ojima, I (WOS:A1996UC45100003) 1996; 96 Li, X (WOS:000291583400003) 2011; 2011 Barriault, L (WOS:000220709100033) 2004; 6 Ward, DE (WOS:000165616300047) 2000; 2 Clarke, ML (WOS:000259045100001) 2008; 64 Kang, SK (WOS:000176173700051) 2002; 67 Ha, YH (WOS:000174680100024) 2002; 4 Jimenez-Nunez, E (WOS:000259077600021) 2008; 108 e_1_2_2_24_2 e_1_2_2_47_2 e_1_2_2_4_2 e_1_2_2_22_2 e_1_2_2_49_2 e_1_2_2_6_2 e_1_2_2_20_2 e_1_2_2_2_2 e_1_2_2_62_2 e_1_2_2_41_2 e_1_2_2_64_2 e_1_2_2_8_2 e_1_2_2_28_2 e_1_2_2_43_2 e_1_2_2_66_2 e_1_2_2_26_2 e_1_2_2_45_2 e_1_2_2_68_2 e_1_2_2_60_2 e_1_2_2_13_2 e_1_2_2_36_2 e_1_2_2_59_2 e_1_2_2_11_2 e_1_2_2_38_2 e_1_2_2_38_3 e_1_2_2_51_2 e_1_2_2_72_2 e_1_2_2_19_2 e_1_2_2_30_2 e_1_2_2_53_2 e_1_2_2_17_2 e_1_2_2_32_2 e_1_2_2_55_2 e_1_2_2_15_2 e_1_2_2_34_2 e_1_2_2_57_2 e_1_2_2_70_2 e_1_2_2_3_2 e_1_2_2_23_2 e_1_2_2_48_2 e_1_2_2_69_2 e_1_2_2_5_2 e_1_2_2_21_2 e_1_2_2_1_2 e_1_2_2_40_2 e_1_2_2_61_2 e_1_2_2_40_3 e_1_2_2_29_2 e_1_2_2_42_2 e_1_2_2_63_2 e_1_2_2_7_2 e_1_2_2_27_2 e_1_2_2_44_2 e_1_2_2_65_2 e_1_2_2_9_2 e_1_2_2_25_2 e_1_2_2_46_2 e_1_2_2_67_2 e_1_2_2_58_3 e_1_2_2_12_2 e_1_2_2_37_2 e_1_2_2_58_2 e_1_2_2_10_2 e_1_2_2_39_2 e_1_2_2_50_2 e_1_2_2_18_2 e_1_2_2_31_2 e_1_2_2_52_2 e_1_2_2_73_2 e_1_2_2_16_2 e_1_2_2_33_2 e_1_2_2_54_2 e_1_2_2_14_3 e_1_2_2_56_3 e_1_2_2_14_2 e_1_2_2_35_2 e_1_2_2_56_2 e_1_2_2_71_2 |
| References_xml | – volume: 4 start-page: 1143 year: 2002 end-page: 1146 publication-title: Org. Lett. – volume: 10 start-page: 5119 year: 2008 end-page: 5122 publication-title: Org. Lett. – volume: 96 start-page: 49 year: 1996 end-page: 92 publication-title: Chem. Rev. – volume: 111 start-page: 1954 year: 2011 end-page: 1993 publication-title: Chem. Rev. – volume: 11 start-page: 2740 year: 2013 end-page: 2755 publication-title: Org. Biomol. Chem. – start-page: 2517 year: 2004 end-page: 2532 publication-title: Eur. J. Org. Chem. – volume: 5 start-page: 3749 year: 2003 end-page: 3752 publication-title: Org. Lett. – volume: 130 start-page: 388 year: 2008 end-page: 389 publication-title: J. Am. Chem. Soc. – start-page: 1 year: 1998 end-page: 16 publication-title: Synlett – volume: 1 start-page: 215 year: 2003 end-page: 236 publication-title: Org. Biomol. Chem. – volume: 34 start-page: 607 year: 1993 end-page: 610 publication-title: Tetrahedron Lett. – volume: 60 start-page: 5366 year: 1995 end-page: 5367 publication-title: J. Org. Chem. – volume: 41 start-page: 4001 year: 1985 end-page: 4011 publication-title: Tetrahedron – start-page: 529 year: 1979 end-page: 530 publication-title: J. Chem. Soc. Chem. Commun. – start-page: 2634 year: 2002 end-page: 2635 publication-title: Chem. Commun. – volume: 7 start-page: 3533 year: 2005 end-page: 3536 publication-title: Org. Lett. – volume: 7 start-page: 3733 year: 2005 end-page: 3736 publication-title: Org. Lett. – volume: 11 start-page: 1381 year: 2009 end-page: 1383 publication-title: Org. Lett. – volume: 8 start-page: 3717 year: 2006 end-page: 3719 publication-title: Org. Lett. – volume: 114 41 start-page: 353 343 year: 2002 2002 end-page: 355 345 publication-title: Angew. Chem. Angew. Chem. Int. Ed. – volume: 4 start-page: 4009 year: 2002 end-page: 4011 publication-title: Org. Lett. – volume: 13 start-page: 5310 year: 2011 end-page: 5313 publication-title: Org. Lett. – volume: 10 start-page: 1457 year: 2006 end-page: 1478 publication-title: Curr. Org. Chem. – start-page: 1851 year: 1998 end-page: 1852 publication-title: Chem. Commun. – volume: 51 start-page: 4196 year: 1986 end-page: 4200 publication-title: J. Org. Chem. – volume: 102 start-page: 813 year: 2002 end-page: 834 publication-title: Chem. Rev. – volume: 2 start-page: 3937 year: 2000 end-page: 3940 publication-title: Org. Lett. – start-page: 897 year: 1998 publication-title: Synlett – volume: 14 start-page: 2750 year: 2012 end-page: 2753 publication-title: Org. Lett. – volume: 108 start-page: 3326 year: 2008 end-page: 3350 publication-title: Chem. Rev. – volume: 114 41 start-page: 1654 1584 year: 2002 2002 end-page: 1656 1586 publication-title: Angew. Chem. Angew. Chem. Int. Ed. – start-page: 3004 year: 2008 end-page: 3006 publication-title: Chem. Commun. – volume: 64 start-page: 9003 year: 2008 end-page: 9031 publication-title: Tetrahedron – volume: 132 start-page: 10242 year: 2010 end-page: 10244 publication-title: J. Am. Chem. Soc. – volume: 127 start-page: 9348 year: 2005 end-page: 9349 publication-title: J. Am. Chem. Soc. – volume: 6 start-page: 1317 year: 2004 end-page: 1319 publication-title: Org. Lett. – volume: 40 start-page: 4649 year: 2011 end-page: 4707 publication-title: Chem. Soc. Rev. – volume: 109 start-page: 2523 year: 1987 end-page: 2525 publication-title: J. Am. Chem. Soc. – volume: 49 start-page: 3988 year: 1984 end-page: 3994 publication-title: J. Org. Chem. – volume: 68 start-page: 2317 year: 2003 end-page: 2323 publication-title: J. Org. Chem. – volume: 38 start-page: 3208 year: 2009 end-page: 3221 publication-title: Chem. Soc. Rev. – start-page: 1221 year: 1991 end-page: 1224 publication-title: J. Chem. Soc. Perkin Trans. 1 – volume: 112 start-page: 4736 year: 2012 end-page: 4769 publication-title: Chem. Rev. – volume: 70 start-page: 2622 year: 2005 end-page: 2626 publication-title: J. Org. Chem. – volume: 62 106 start-page: 361 383 year: 1979 1984 end-page: 368 395 publication-title: Helv. Chim. Acta J. Am. Chem. Soc. – volume: 67 start-page: 4376 year: 2002 end-page: 4379 publication-title: J. Org. Chem. – start-page: 1397 year: 1991 end-page: 1403 publication-title: J. Chem. Soc. Perkin Trans. 1 – volume: 120 47 start-page: 10260 10106 year: 2008 2008 end-page: 10263 10109 publication-title: Angew. Chem. Angew. Chem. Int. Ed. – volume: 96 start-page: 635 year: 1996 end-page: 662 publication-title: Chem. Rev. – volume: 27 start-page: 50 year: 2003 end-page: 59 publication-title: New J. Chem. – volume: 69 start-page: 8506 year: 2004 end-page: 8509 publication-title: J. Org. Chem. – volume: 27 start-page: 2243 year: 1986 end-page: 2246 publication-title: Tetrahedron Lett. – volume: 5 start-page: 2813 year: 2003 end-page: 2816 publication-title: Org. Lett. – start-page: 3122 year: 2011 end-page: 3125 publication-title: Eur. J. Org. Chem. – volume: 76 start-page: 2102 year: 2011 end-page: 2114 publication-title: J. Org. Chem. – volume: 75 start-page: 6337 year: 2010 end-page: 6346 publication-title: J. Org. Chem. – volume: 74 start-page: 415 year: 2009 end-page: 418 publication-title: J. Org. Chem. – volume: 29 start-page: 1011 year: 1988 end-page: 1014 publication-title: Tetrahedron Lett. – volume: 121 48 start-page: 10059 9875 year: 2009 2009 end-page: 10062 9878 publication-title: Angew. Chem. Angew. Chem. Int. Ed. – volume: 22 start-page: 3589 year: 1981 end-page: 3590 publication-title: Tetrahedron Lett. – volume: 7 start-page: 3533 year: 2005 ident: WOS:000230858500036 article-title: Catalytic enantioselective Diels-Alder reaction by self-assembly of the components on a Lewis acid template publication-title: ORGANIC LETTERS doi: 10.1021/ol051262e contributor: fullname: Ward, DE – volume: 76 start-page: 2102 year: 2011 ident: WOS:000288692000015 article-title: Synthesis of Chiral 1-Substituted Tetrahydroisoquinolines by the Intramolecular 1,3-Chirality Transfer Reaction Catalyzed by Bi(OTf)(3) publication-title: JOURNAL OF ORGANIC CHEMISTRY doi: 10.1021/jo102452d contributor: fullname: Kawai, N – start-page: 1221 year: 1991 ident: WOS:A1991FM10700040 article-title: TRANSANNULAR CYCLIZATION PRODUCTS OF A 7-ETHYLIDENEBICYCLO[3.3.2]DECAN-3-ONE publication-title: JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 contributor: fullname: ANASTASIS, P – year: 2004 ident: 000338968700017.19 publication-title: Gaussian 03, Revision D.02 contributor: fullname: Frisch, M. J. – volume: 108 start-page: 3326 year: 2008 ident: WOS:000259077600021 article-title: Gold-catalyzed cycloisomerizations of enynes: A mechanistic perspective publication-title: CHEMICAL REVIEWS doi: 10.1021/cr0684319 contributor: fullname: Jimenez-Nunez, E – start-page: 1851 year: 1998 ident: WOS:000075737000034 article-title: Chemoenzymatic total synthesis of the sesquiterpene (-)-patchoulenone publication-title: CHEMICAL COMMUNICATIONS contributor: fullname: Banwell, M – volume: 111 start-page: 1954 year: 2011 ident: WOS:000288820600020 article-title: Transition Metal Catalyzed Cycloisomerizations of 1,n-Allenynes and -Allenenes publication-title: CHEMICAL REVIEWS doi: 10.1021/cr100376w contributor: fullname: Aubert, C – volume: 6 start-page: 1317 year: 2004 ident: WOS:000220709100033 article-title: Rapid assembly of the bicyclo[5.3.1]undecenone core of Penostatin F: A successive Diels-Alder/Claisen reaction strategy with an efficient stereochemical relay publication-title: ORGANIC LETTERS doi: 10.1021/ol049680r contributor: fullname: Barriault, L – volume: 60 start-page: 5366 year: 1995 ident: WOS:A1995RR46400001 article-title: NOVEL INTRAMOLECULAR ENE REACTIONS OF ALLENYLSILANES publication-title: JOURNAL OF ORGANIC CHEMISTRY contributor: fullname: JIN, J – start-page: 1 year: 1998 ident: WOS:000071953200001 article-title: Transition metal catalyzed cycloisomerizations publication-title: SYNLETT contributor: fullname: Trost, BM – volume: 47 start-page: 10106 year: 2008 ident: WOS:000262048700013 article-title: Bi(OTf)(3)-Catalyzed Diastereoselective S(N)1-Type Reactions of Chiral Propargylic Acetates publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION doi: 10.1002/anie.200804025 contributor: fullname: Rubenbauer, P – volume: 2011 start-page: 3122 year: 2011 ident: WOS:000291583400003 article-title: A New and Efficient Procedure for Bi(OTf)(3)-Promoted [3+2] Cycloaddition of N-Tosylaziridines to Yield Imidazolines publication-title: EUROPEAN JOURNAL OF ORGANIC CHEMISTRY doi: 10.1002/ejoc.201100270 contributor: fullname: Li, X – volume: 106 start-page: 383 year: 1984 ident: WOS:A1984SA58300023 article-title: A TANDEM CYCLOADDITION-ENE STRATEGY FOR THE SYNTHESIS OF (+/-)-VERRUCAROL AND (+/-)-4,11-DIEPI-12,13-DEOXYVERRUCAROL publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY contributor: fullname: TROST, BM – volume: 40 start-page: 4649 year: 2011 ident: WOS:000293858500014 article-title: Applications of bismuth(III) compounds in organic synthesis publication-title: CHEMICAL SOCIETY REVIEWS doi: 10.1039/c0cs00206b contributor: fullname: Bothwell, JM – volume: 1 start-page: 215 year: 2003 ident: WOS:000181557300001 article-title: Mechanistic aspects of transition metal catalysed 1,6-diene and 1,6-enyne cycloisomerisation reactions publication-title: ORGANIC & BIOMOLECULAR CHEMISTRY contributor: fullname: Lloyd-Jones, GC – volume: 7 start-page: 3733 year: 2005 ident: WOS:000231294400034 article-title: Regulation of stereoselectivity using Lewis acid in the cyclization of allenic aldehydes catalyzed by palladium complex publication-title: ORGANIC LETTERS doi: 10.1021/ol0513701 contributor: fullname: Yu, CM – volume: 29 start-page: 1011 year: 1988 ident: WOS:A1988M470600012 article-title: INTRAMOLECULAR OMEGA-OLEFINIC-KETONE ENE-REACTION FOR THE CONSTRUCTION OF TRIFLUOROMETHYLATED 5-MEMBERED RING COMPOUNDS publication-title: TETRAHEDRON LETTERS contributor: fullname: AUBERT, C – volume: 121 start-page: 10059 year: 2009 ident: 000338968700017.38 publication-title: Angew. Chem. contributor: fullname: Komeyama, K. – volume: 27 start-page: 50 year: 2003 ident: WOS:000180272200011 article-title: Chemoenzymatic total syntheses of the sesquiterpene (-)-patchoulenone publication-title: NEW JOURNAL OF CHEMISTRY doi: 10.1039/b206372g contributor: fullname: Banwell, MG – volume: 5 start-page: 3749 year: 2003 ident: WOS:000185565500053 article-title: Chiral Lewis acid-catalyzed enantioselective intramolecular carbonyl ene reactions of unsaturated alpha-keto esters publication-title: ORGANIC LETTERS doi: 10.1021/ol035486d contributor: fullname: Yang, D – volume: 120 start-page: 10260 year: 2008 ident: 000338968700017.52 publication-title: Angew. Chem. contributor: fullname: Rubenbauer, P. – volume: 130 start-page: 388 year: 2008 ident: WOS:000252292500002 article-title: Microwave-assisted palladium(0)-catalyzed alkylative Cyclization of allenyl aldehydes leading to 3-substituted 3-cycloalken-1-ols publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/ja076080p contributor: fullname: Tsukamoto, H – start-page: 1397 year: 1991 ident: WOS:A1991FR22500009 article-title: LEWIS ACID-INDUCED ENE-CYCLIZATION OF OMEGA-OLEFINIC TRIFLUOROMETHYL KETONES - ACCESS TO ALICYCLIC COMPOUNDS BEARING A CF3 GROUP publication-title: JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 contributor: fullname: ABOUABDELLAH, A – volume: 41 start-page: 1584 year: 2002 ident: WOS:000175568900027 article-title: Synthesis of alpha-methylene-gamma-butyrolactones: Ru-catalyzed cyclocarbonylation of allenyl aldehydes and allenyl ketones publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION contributor: fullname: Kang, SK – volume: 109 start-page: 2523 year: 1987 ident: WOS:A1987G942100053 article-title: INTRAMOLECULAR PHOTOINDUCED DIENE-DIENE CYCLOADDITIONS - A SELECTIVE METHOD FOR THE SYNTHESIS OF COMPLEX 8-MEMBERED RINGS AND POLYQUINANES publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY contributor: fullname: WENDER, PA – volume: 74 start-page: 415 year: 2009 ident: WOS:000262004000051 article-title: Microwave-Assisted Wolff Rearrangement of Cyclic 2-Diazo-1,3-Diketones: An Eco-compatible Route to alpha-Carbonylated Cycloalkanones publication-title: JOURNAL OF ORGANIC CHEMISTRY doi: 10.1021/jo8021567 contributor: fullname: Presset, M – volume: 13 start-page: 5310 year: 2011 ident: WOS:000295313900085 article-title: Efficient and Scalable One-Pot Synthesis of 2,4-Dienols from Cycloalkenones: Optimized Total Synthesis of Valerenic Acid publication-title: ORGANIC LETTERS doi: 10.1021/ol202170c contributor: fullname: Ramharter, J – volume: 14 start-page: 2750 year: 2012 ident: WOS:000304682700025 article-title: Bi(OTf)(3)-Catalyzed Cycloisomerization of Aryl-Allenes publication-title: ORGANIC LETTERS doi: 10.1021/ol3009667 contributor: fullname: Lemiere, G – volume: 41 start-page: 343 year: 2002 ident: WOS:000173523400027 article-title: Palladium-catalyzed regio- and diastereoselective tandem silastannylation/allyl addition of allene aldehydes and allene ketones: Synthesis of cis cyclopentanols and cyclohexanols publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION contributor: fullname: Kang, SK – volume: 114 start-page: 353 year: 2002 ident: 000338968700017.32 publication-title: Angew. Chem. contributor: fullname: Kang, S.-K. – volume: 69 start-page: 8506 year: 2004 ident: WOS:000225341300048 article-title: A convenient synthesis of alpha-methylene-gamma-butyrolactones from allenyl carbonyl units mediated by Mo(CO)(6) through intramolecular cyclocarbonylation publication-title: JOURNAL OF ORGANIC CHEMISTRY doi: 10.1021/jo049252z contributor: fullname: Yu, CM – volume: 11 start-page: 1381 year: 2009 ident: WOS:000264111100048 article-title: Multicatalytic Synthesis of Complex Tetrahydrofurans Involving Bismuth(III) Triflate Catalyzed Intramolecular Hydroalkoxylation of Unactivated Olefins publication-title: ORGANIC LETTERS doi: 10.1021/ol900198r contributor: fullname: Kelly, BD – volume: 2004 start-page: 2517 year: 2004 ident: WOS:000222295800001 article-title: Bismuth(III) triflate in organic synthesis publication-title: EUROPEAN JOURNAL OF ORGANIC CHEMISTRY doi: 10.1002/ejoc.200300754 contributor: fullname: Gaspard-Iloughmane, H – volume: 114 start-page: 1654 year: 2002 ident: 000338968700017.29 publication-title: Angew. Chem. contributor: fullname: Kang, S.-K. – volume: 96 start-page: 49 year: 1996 ident: WOS:A1996TT87100004 article-title: Transition metal-mediated cycloaddition reactions publication-title: CHEMICAL REVIEWS contributor: fullname: Lautens, M – volume: 10 start-page: 1457 year: 2006 ident: WOS:000238932600007 article-title: Transition metal-catalyzed intramolecular enyne cyclization reaction publication-title: CURRENT ORGANIC CHEMISTRY contributor: fullname: Zhang, Z – volume: 4 start-page: 4009 year: 2002 ident: WOS:000179173700006 article-title: Preparation of homoallylic alcohols by nickel-catalyzed cyclizations of allenyl aldehydes publication-title: ORGANIC LETTERS doi: 10.1021/ol026670m contributor: fullname: Montgomery, J – volume: 38 start-page: 3208 year: 2009 ident: WOS:000271033400019 article-title: Gold and platinum catalysis-a convenient tool for generating molecular complexity publication-title: CHEMICAL SOCIETY REVIEWS doi: 10.1039/b816696j contributor: fullname: Furstner, A – volume: 67 start-page: 4376 year: 2002 ident: WOS:000176173700051 article-title: Palladium-indium-mediated arylative cyclization of allenyl-aldehydes and -ketones publication-title: JOURNAL OF ORGANIC CHEMISTRY doi: 10.1021/jo020017v contributor: fullname: Kang, SK – volume: 27 start-page: 2243 year: 1986 ident: WOS:A1986C427400017 article-title: REDUCTIVE CYCLIZATIONS OF ALLENIC KETONES BY DISSOLVING METALS publication-title: TETRAHEDRON LETTERS contributor: fullname: CRANDALL, JK – volume: 62 start-page: 361 year: 1979 ident: WOS:A1979GM40600001 article-title: REACTION OF PATCHOULOL WITH LEAD-TETRAACETATE, A REGIOSPECIFIC FRAGMENTATION publication-title: HELVETICA CHIMICA ACTA contributor: fullname: THOMAS, AF – volume: 75 start-page: 6337 year: 2010 ident: WOS:000282030200003 article-title: Progress toward the Total Synthesis of (+/-)-Havellockate publication-title: JOURNAL OF ORGANIC CHEMISTRY doi: 10.1021/jo101279z contributor: fullname: Beingessner, RL – volume: 127 start-page: 9348 year: 2005 ident: WOS:000230220900019 article-title: High facial diastereoselectivity in intra- and intermolecular reactions of chiral benzylic cations publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/ja050626v contributor: fullname: Muhlthau, F – volume: 41 start-page: 4001 year: 1985 ident: WOS:A1985AST1500009 article-title: SYNTHESIS OF FUNCTIONALIZED CYCLOPENTANES BY INTRAMOLECULAR RADICAL-MEDIATED CYCLIZATIONS OF TERMINAL ALLENIC KETONES publication-title: TETRAHEDRON contributor: fullname: PATTENDEN, G – volume: 64 start-page: 9003 year: 2008 ident: WOS:000259045100001 article-title: The carbonyl ene reaction publication-title: TETRAHEDRON doi: 10.1016/j.tet.2008.06.075 contributor: fullname: Clarke, ML – volume: 70 start-page: 2622 year: 2005 ident: WOS:000227928200026 article-title: Ketyl-allene cyclizations promoted by samarium(II) iodide publication-title: JOURNAL OF ORGANIC CHEMISTRY doi: 10.1021/jo047887s contributor: fullname: Molander, GA – volume: 10 start-page: 5119 year: 2008 ident: WOS:000260922500006 article-title: Bismuth-Catalyzed Intramolecular Carbo-oxycarbonylation of 3-Alkynyl Esters publication-title: ORGANIC LETTERS doi: 10.1021/ol8019567 contributor: fullname: Komeyama, K – volume: 22 start-page: 3589 year: 1981 ident: WOS:A1981MH03800011 article-title: TRANSFER OF CHIRALITY BY INTRAMOLECULAR HETERO-ENE SYNTHESIS publication-title: TETRAHEDRON LETTERS contributor: fullname: BERTRAND, M – volume: 8 start-page: 3717 year: 2006 ident: WOS:000239655500025 article-title: Efficient metal-catalyzed hydroarylation of styrenes publication-title: ORGANIC LETTERS doi: 10.1021/ol0612962 contributor: fullname: Rueping, M – start-page: 2634 year: 2002 ident: WOS:000179448500016 article-title: cis-stereoselective nickel-catalyzed cyclization/alkylation and arylation reactions of allenyl-aldehydes and -ketones with organozinc reagents publication-title: CHEMICAL COMMUNICATIONS doi: 10.1039/b207620a contributor: fullname: Kang, SK – volume: 48 start-page: 9875 year: 2009 ident: WOS:000273452200019 article-title: Intramolecular Alkynylcyclopropanation of Olefins Catalyzed by Bi-(OTf)(3): Stereoselective Synthesis of 1-Alkynyl-3-azabicyclo-[3.1.0]hexanes publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION doi: 10.1002/anie.200904610 contributor: fullname: Komeyama, K – volume: 34 start-page: 607 year: 1993 ident: WOS:A1993KH81000011 article-title: SAMARIUM (II) IODIDE-MEDIATED INTRAMOLECULAR REDUCTIVE COUPLING OF ALDEHYDES WITH ALLENIC ESTERS publication-title: TETRAHEDRON LETTERS contributor: fullname: GILLMANN, T – volume: 2 start-page: 3937 year: 2000 ident: WOS:000165616300047 article-title: Intramolecular Diels-Alder reaction by self-assembly of the components on a Lewis acid template publication-title: ORGANIC LETTERS doi: 10.1021/ol0067235 contributor: fullname: Ward, DE – volume: 49 start-page: 3988 year: 1984 ident: WOS:A1984TP22700022 article-title: INTRAMOLECULAR AND INTERMOLECULAR LEWIS ACID-CATALYZED ENE REACTIONS USING KETONES AS ENOPHILES publication-title: JOURNAL OF ORGANIC CHEMISTRY contributor: fullname: JACKSON, AC – volume: 132 start-page: 10242 year: 2010 ident: WOS:000280456100012 article-title: Enantioselective Cationic Polyene Cyclization vs Enantioselective Intramolecular Carbonyl-Ene Reaction publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/ja104119j contributor: fullname: Zhao, YJ – volume: 4 start-page: 1143 year: 2002 ident: WOS:000174680100024 article-title: Palladium-catalyzed tandem cyclization of allenyl-aldehydes and -ketones with aryl iodides and Bu3SnSnBu3 publication-title: ORGANIC LETTERS doi: 10.1021/ol025557t contributor: fullname: Ha, YH – volume: 11 start-page: 2740 year: 2013 ident: WOS:000317013800001 article-title: New trends in bismuth-catalyzed synthetic transformations publication-title: ORGANIC & BIOMOLECULAR CHEMISTRY doi: 10.1039/c3ob26537d contributor: fullname: Ollevier, T – volume: 102 start-page: 813 year: 2002 ident: WOS:000174456500008 article-title: The behavior of 1,n-enynes in the presence of transition metals publication-title: CHEMICAL REVIEWS doi: 10.1021/cr980054f contributor: fullname: Aubert, C – volume: 96 start-page: 635 year: 1996 ident: WOS:A1996UC45100003 article-title: Transition metal-catalyzed carbocyclizations in organic synthesis publication-title: CHEMICAL REVIEWS contributor: fullname: Ojima, I – start-page: 897 year: 1998 ident: WOS:000075581600032 article-title: From toluene to Taxol (TM): Chemoenzymatic and enantiodivergent routes to the AB-Ring systems of taxoids and ent-taxoids publication-title: SYNLETT contributor: fullname: Banwell, MG – start-page: 3004 year: 2008 ident: WOS:000257236600009 article-title: Stereocontrolled synthesis of carbocycles via four successive pericyclic reactions publication-title: CHEMICAL COMMUNICATIONS doi: 10.1039/b803898h contributor: fullname: Clement, R – volume: 5 start-page: 2813 year: 2003 ident: WOS:000184499600013 article-title: Silylative carbocyclization of allenyl-carbonyl units with Et3SiH catalyzed by rhodium: Cis-stereoselective synthesis of homoallylic cycloalkanols publication-title: ORGANIC LETTERS doi: 10.1021/ol034787k contributor: fullname: Kang, SK – volume: 51 start-page: 4196 year: 1986 ident: WOS:A1986E686000018 article-title: SYNTHESIS OF BICYCLIC CYCLOPENTANOLS BY PHOTOREDUCTIVE CYCLIZATION OF DELTA,EPSILON-UNSATURATED KETONES publication-title: JOURNAL OF ORGANIC CHEMISTRY contributor: fullname: BELOTTI, D – volume: 68 start-page: 2317 year: 2003 ident: WOS:000181639300034 article-title: Highly stereoselective hydroxy-directed Diels-Alder reaction publication-title: JOURNAL OF ORGANIC CHEMISTRY doi: 10.1021/jo020664m contributor: fullname: Barriault, L – start-page: 529 year: 1979 ident: WOS:A1979HB59900008 article-title: CYCLOPENTENOLS FROM GAMMA-ALLENIC ALDEHYDES publication-title: JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS contributor: fullname: BERTRAND, M – volume: 112 start-page: 4736 year: 2012 ident: WOS:000307200000012 article-title: Transition-Metal-Catalyzed Cycloisomerizations of alpha,omega-Dienes publication-title: CHEMICAL REVIEWS doi: 10.1021/cr300050n contributor: fullname: Yamamoto, Y – ident: e_1_2_2_68_2 doi: 10.1021/jo101279z – ident: e_1_2_2_54_2 doi: 10.1002/ejoc.201100270 – ident: e_1_2_2_56_2 doi: 10.1002/ange.200904610 – ident: e_1_2_2_40_2 doi: 10.1002/1521-3757(20020503)114:9<1654::AID-ANGE1654>3.0.CO;2-I – ident: e_1_2_2_52_2 – ident: e_1_2_2_13_2 – ident: e_1_2_2_46_2 doi: 10.1021/ol0513701 – ident: e_1_2_2_47_2 doi: 10.1021/ja076080p – ident: e_1_2_2_39_2 doi: 10.1039/b207620a – ident: e_1_2_2_56_3 doi: 10.1002/anie.200904610 – ident: e_1_2_2_21_2 – ident: e_1_2_2_25_2 doi: 10.1021/ja104119j – ident: e_1_2_2_28_2 doi: 10.1039/c39790000529 – ident: e_1_2_2_50_2 doi: 10.1039/c0cs00206b – ident: e_1_2_2_26_2 doi: 10.1021/ol035486d – ident: e_1_2_2_72_2 doi: 10.1021/ol0067235 – ident: e_1_2_2_32_2 doi: 10.1016/S0040-4020(01)97179-0 – ident: e_1_2_2_49_2 doi: 10.1039/c3ob26537d – ident: e_1_2_2_38_3 doi: 10.1002/1521-3773(20020118)41:2<343::AID-ANIE343>3.0.CO;2-1 – ident: e_1_2_2_51_2 doi: 10.1002/ejoc.200300754 – ident: e_1_2_2_5_2 doi: 10.1021/cr980054f – ident: e_1_2_2_6_2 doi: 10.1039/b209175p – ident: e_1_2_2_20_2 doi: 10.1039/b206372g – ident: e_1_2_2_27_2 – ident: e_1_2_2_14_3 doi: 10.1021/ja00314a023 – ident: e_1_2_2_55_2 doi: 10.1021/jo102452d – ident: e_1_2_2_4_2 doi: 10.1055/s-1998-1557 – ident: e_1_2_2_43_2 doi: 10.1021/ol026670m – ident: e_1_2_2_59_2 doi: 10.1021/ol8019567 – ident: e_1_2_2_70_2 – ident: e_1_2_2_11_2 doi: 10.1021/cr300050n – ident: e_1_2_2_12_2 doi: 10.1016/j.tet.2008.06.075 – ident: e_1_2_2_7_2 doi: 10.2174/138527206778018203 – ident: e_1_2_2_22_2 doi: 10.1016/0040-4039(88)85321-8 – ident: e_1_2_2_64_2 – ident: e_1_2_2_34_2 doi: 10.1021/jo00372a018 – ident: e_1_2_2_29_2 doi: 10.1016/S0040-4039(01)81966-3 – ident: e_1_2_2_67_2 doi: 10.1039/b803898h – ident: e_1_2_2_17_2 doi: 10.1039/p19910001221 – ident: e_1_2_2_57_2 doi: 10.1021/ol900198r – ident: e_1_2_2_60_2 doi: 10.1021/ol0612962 – ident: e_1_2_2_61_2 doi: 10.1021/ja050626v – ident: e_1_2_2_65_2 doi: 10.1021/jo020664m – ident: e_1_2_2_36_2 doi: 10.1021/jo047887s – ident: e_1_2_2_41_2 doi: 10.1021/jo020017v – ident: e_1_2_2_3_2 doi: 10.1021/cr950065y – ident: e_1_2_2_2_2 doi: 10.1021/cr950016l – ident: e_1_2_2_40_3 doi: 10.1002/1521-3773(20020503)41:9<1584::AID-ANIE1584>3.0.CO;2-Y – ident: e_1_2_2_33_2 doi: 10.1016/S0040-4039(00)84497-4 – ident: e_1_2_2_16_2 doi: 10.1021/ja00242a053 – ident: e_1_2_2_69_2 doi: 10.1021/ol202170c – ident: e_1_2_2_24_2 – ident: e_1_2_2_30_2 doi: 10.1021/jo00122a001 – ident: e_1_2_2_63_2 – ident: e_1_2_2_14_2 doi: 10.1002/hlca.19790620202 – ident: e_1_2_2_71_2 – ident: e_1_2_2_19_2 doi: 10.1055/s-1998-1801 – ident: e_1_2_2_1_2 – ident: e_1_2_2_15_2 doi: 10.1021/jo00195a022 – ident: e_1_2_2_53_2 doi: 10.1021/ol3009667 – ident: e_1_2_2_38_2 doi: 10.1002/1521-3757(20020118)114:2<353::AID-ANGE353>3.0.CO;2-M – ident: e_1_2_2_58_2 doi: 10.1002/ange.200804025 – ident: e_1_2_2_9_2 doi: 10.1039/b816696j – ident: e_1_2_2_35_2 doi: 10.1016/S0040-4039(00)61631-3 – ident: e_1_2_2_42_2 doi: 10.1021/ol025557t – ident: e_1_2_2_62_2 doi: 10.1021/jo8021567 – ident: e_1_2_2_44_2 doi: 10.1021/ol034787k – ident: e_1_2_2_37_2 – ident: e_1_2_2_31_2 – ident: e_1_2_2_18_2 doi: 10.1039/a804980g – ident: e_1_2_2_48_2 – ident: e_1_2_2_45_2 doi: 10.1021/jo049252z – ident: e_1_2_2_66_2 doi: 10.1021/ol049680r – ident: e_1_2_2_23_2 doi: 10.1039/p19910001397 – ident: e_1_2_2_73_2 doi: 10.1021/ol051262e – ident: e_1_2_2_10_2 doi: 10.1021/cr100376w – ident: e_1_2_2_8_2 doi: 10.1021/cr0684319 – ident: e_1_2_2_58_3 doi: 10.1002/anie.200804025 |
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| Snippet | It has been established that bismuth(III) triflate catalyzes the cyclization of γ‐allenic ketones under mild reaction conditions. This reaction allows the... It has been established that bismuth(III) triflate catalyzes the cyclization of gamma-allenic ketones under mild reaction conditions. This reaction allows the... It has been established that bismuth(III) triflate catalyzes the cyclization of γ-allenic ketones under mild reaction conditions. This reaction allows the... Abstract It has been established that bismuth(III) triflate catalyzes the cyclization of γ‐allenic ketones under mild reaction conditions. This reaction allows... |
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| SubjectTerms | Alcohols - chemical synthesis Alkadienes - chemistry allenes bismuth Bismuth - chemistry Catalysis Chemistry Chemistry, Multidisciplinary Cyclization cyclizations homogeneous catalysis Ketones - chemical synthesis Molecular Structure Physical Sciences Science & Technology synthetic methods |
| Title | Metal-Triflate-Catalyzed Synthesis of Polycyclic Tertiary Alcohols by Cyclization of γ-Allenic Ketones |
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