Dearomatization of 3‐Nitroindoles by a Phosphine‐Catalyzed Enantioselective [3+2] Annulation Reaction
The dearomatization of 3‐nitroindoles through a chiral‐phosphine‐mediated [3+2] annulation reaction is described. This method makes use of readily available 3‐nitroindoles as an aromatic feedstock and rapidly delivers a wide range of cyclopentaindoline alkaloid scaffolds in a highly enantioselective...
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| Published in | Angewandte Chemie International Edition Vol. 58; no. 16; pp. 5427 - 5431 |
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| Main Authors | , , , |
| Format | Journal Article |
| Language | English |
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WEINHEIM
Wiley
08.04.2019
Wiley Subscription Services, Inc |
| Edition | International ed. in English |
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| Abstract | The dearomatization of 3‐nitroindoles through a chiral‐phosphine‐mediated [3+2] annulation reaction is described. This method makes use of readily available 3‐nitroindoles as an aromatic feedstock and rapidly delivers a wide range of cyclopentaindoline alkaloid scaffolds in a highly enantioselective manner. Notably, phosphine‐triggered cyclization has not been utilized previously in a dearomatization process.
A disruptive influence: Variously substituted 3‐nitroindoles underwent dearomatization in a phosphine‐catalyzed asymmetric [3+2] annulation reaction with allenoates (see scheme). This method makes use of 3‐nitroindoles as a readily available aromatic feedstock and provides access to a wide range of cyclopentaindolines in a highly enantioselective manner. |
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| AbstractList | The dearomatization of 3-nitroindoles through a chiral-phosphine-mediated [3+2] annulation reaction is described. This method makes use of readily available 3-nitroindoles as an aromatic feedstock and rapidly delivers a wide range of cyclopentaindoline alkaloid scaffolds in a highly enantioselective manner. Notably, phosphine-triggered cyclization has not been utilized previously in a dearomatization process. The dearomatization of 3‐nitroindoles through a chiral‐phosphine‐mediated [3+2] annulation reaction is described. This method makes use of readily available 3‐nitroindoles as an aromatic feedstock and rapidly delivers a wide range of cyclopentaindoline alkaloid scaffolds in a highly enantioselective manner. Notably, phosphine‐triggered cyclization has not been utilized previously in a dearomatization process. A disruptive influence: Variously substituted 3‐nitroindoles underwent dearomatization in a phosphine‐catalyzed asymmetric [3+2] annulation reaction with allenoates (see scheme). This method makes use of 3‐nitroindoles as a readily available aromatic feedstock and provides access to a wide range of cyclopentaindolines in a highly enantioselective manner. |
| Author | Huang, Kuo‐Wei Gonçalves, Théo P. Li, Kaizhi Lu, Yixin |
| Author_xml | – sequence: 1 givenname: Kaizhi surname: Li fullname: Li, Kaizhi organization: National University of Singapore – sequence: 2 givenname: Théo P. surname: Gonçalves fullname: Gonçalves, Théo P. organization: King Abdullah University of Science and Technology – sequence: 3 givenname: Kuo‐Wei surname: Huang fullname: Huang, Kuo‐Wei organization: King Abdullah University of Science and Technology – sequence: 4 givenname: Yixin orcidid: 0000-0002-5730-166X surname: Lu fullname: Lu, Yixin email: chmlyx@nus.edu.sg organization: National University of Singapore (Suzhou) Research Institute |
| BackLink | https://www.ncbi.nlm.nih.gov/pubmed/30770616$$D View this record in MEDLINE/PubMed |
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| Cites_doi | 10.1039/b810189b 10.1039/C7SC02176C 10.1021/acs.accounts.6b00163 10.1021/acs.joc.8b00046 10.1021/acs.joc.7b03259 10.1021/np0701778 10.1002/ange.201006017 10.1016/j.chempr.2016.11.005 10.1002/ange.201711873 10.1021/acs.joc.7b02624 10.1039/C4OB00371C 10.1039/C7SC00952F 10.1021/acs.orglett.7b01221 10.1021/acs.chemrev.8b00081 10.1002/chem.201201238 10.1016/j.tet.2014.06.054 10.1016/j.tet.2009.04.065 10.1039/c39770000261 10.1021/acs.orglett.5b00850 10.1002/anie.201707183 10.1002/anie.201602997 10.1021/acs.orglett.5b03028 10.1002/ange.201600453 10.1021/cr900291g 10.1016/j.bmcl.2010.04.145 10.1021/acs.orglett.7b01936 10.1002/anie.201006017 10.1039/C6SC01795A 10.1021/ar000253x 10.1021/acs.orglett.7b03667 10.1016/j.cplett.2004.06.011 10.1002/asia.201402109 10.1002/ange.201707183 10.1002/adsc.201800266 10.1002/anie.201600453 10.1039/C6GC02517J 10.1021/acs.chemrev.8b00261 10.1002/anie.201405223 10.1038/ncomms13024 10.1039/C5QO00346F 10.1021/jacs.7b06305 10.1002/anie.201204822 10.1016/S0040-4039(01)00854-1 10.1021/acs.joc.6b00172 10.1021/acscatal.8b02706 10.1021/ja00319a034 10.1021/acscatal.6b03248 10.1039/C5CS00469A 10.1039/C5CS00356C 10.1021/jacs.5b10524 10.1002/adsc.201800789 10.1039/b717758e 10.1016/j.cclet.2016.11.003 10.1107/S0567740869005243 10.1021/acs.orglett.8b02519 10.1002/ange.201405223 10.1021/jo0057856 10.1021/ja5044825 10.1002/ange.201204822 10.1021/acs.orglett.5b02489 10.1039/C5OB02526E 10.1016/0031-9422(91)85294-A 10.1039/c3cc47368f 10.1002/anie.201711873 10.1002/asia.201800133 10.1021/acs.orglett.7b02068 10.1055/s-0032-1316853 10.1021/acs.orglett.7b00784 10.1021/acs.orglett.6b01196 10.1039/b816700c 10.1002/ange.201602997 10.4236/pp.2014.55064 10.1021/ol0529546 10.1039/c5qo00346f 10.1039/c7sc02176c 10.1063/1.2409292 10.1039/c5cs00356c 10.1039/c7sc00952f 10.1039/c5ob02526e 10.1055/s-0031-1289538 10.1039/c6sc01795a 10.1039/c4ob00371c 10.1039/c6gc02517j 10.1039/c5cs00469a 10.1055/s-0032-1317575 |
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| Keywords | ASYMMETRIC DEAROMATIZATION DIELS-ALDER CRYSTAL-STRUCTURE dearomatization 3-ISOTHIOCYANATO OXINDOLES [3+2] annulation nitroindoles INDOLES CASCADE REACTION organocatalysis cyclopentaindolines CONSTRUCTION CYCLOADDITION REACTION DERIVATIVES ACCESS |
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| References | 2014 2014; 53 126 2017; 7 2017; 8 2017; 82 2018; 360 2015; 71 2008; 37 2007; 70 2018; 83 2019; 361 2014; 136 2001; 42 1977 2013; 19 2018; 8 2010; 20 2014; 5 2012 2012; 51 124 2018 2018; 57 130 2010; 110 2016; 81 2014; 9 2016; 49 2014; 12 2016; 45 2015; 17 2009; 65 2013; 49 2011 2017; 28 2013; 45 1991; 30 1984; 106 2006; 8 2008; 10 2017 2017; 56 129 2001; 66 2016; 18 2018; 20 2016; 14 2017; 139 2016; 7 2016; 1 2016 2016; 55 128 2016; 3 2018; 118 2004; 393 1969; 25 2016 2017; 19 2011 2011; 50 123 2016; 138 2001; 34 2009; 38 2018; 13 e_1_2_2_47_2 e_1_2_2_4_2 e_1_2_2_24_1 e_1_2_2_4_3 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_62_2 e_1_2_2_41_2 e_1_2_2_64_2 e_1_2_2_8_2 Wang S.-X. (e_1_2_2_17_2) 2011 e_1_2_2_28_2 e_1_2_2_43_2 e_1_2_2_66_2 e_1_2_2_26_3 e_1_2_2_26_2 e_1_2_2_45_2 e_1_2_2_68_2 e_1_2_2_81_2 e_1_2_2_60_1 e_1_2_2_13_2 e_1_2_2_59_2 e_1_2_2_11_2 e_1_2_2_38_2 e_1_2_2_51_2 e_1_2_2_74_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_32_2 e_1_2_2_78_2 e_1_2_2_55_1 e_1_2_2_15_2 e_1_2_2_34_2 e_1_2_2_57_2 e_1_2_2_76_2 e_1_2_2_36_1 e_1_2_2_70_1 e_1_2_2_3_2 e_1_2_2_3_3 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_1 e_1_2_2_61_3 e_1_2_2_63_1 e_1_2_2_40_2 e_1_2_2_61_2 e_1_2_2_29_2 e_1_2_2_42_2 e_1_2_2_7_2 e_1_2_2_44_1 e_1_2_2_67_1 e_1_2_2_27_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_80_3 e_1_2_2_82_2 (e_1_2_2_2_2) 2016 e_1_2_2_80_2 e_1_2_2_37_2 e_1_2_2_58_2 e_1_2_2_12_1 e_1_2_2_10_2 e_1_2_2_39_2 e_1_2_2_75_1 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_31_3 e_1_2_2_33_1 e_1_2_2_16_2 e_1_2_2_54_2 e_1_2_2_79_2 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_77_2 e_1_2_2_71_1 Zhao, JQ (WOS:000363225000023) 2015; 17 Yue, DF (WOS:000409566400025) 2017; 19 Fan, YC (WOS:000327446200001) 2013; 49 Awata, A. (000463975300046.1) 2014; 126 Zhao, JQ (WOS:000426013600004) 2018; 20 Wu, WT (WOS:000372255400005) 2016; 45 Wang, Z (WOS:000407307900046) 2017; 19 Guo, HC (WOS:000448754700002) 2018; 118 Gómez, MV (WOS:000267587600025) 2009; 65 Gee, YS (WOS:000418392600055) 2017; 82 CRAVEN, BM (WOS:A1969E310700028) 1969; B 25 Fallah-Bagher-Shaidaei, H (WOS:000235746600016) 2006; 8 Wang, SX (WOS:000297847700002) 2011 Suo, JJ (WOS:000430168800012) 2018; 13 Zeng, W. (000463975300046.67) 2016; 128 Lim, SH (WOS:000248978800033) 2007; 70 Hu, P (WOS:000373520200022) 2016; 81 Das, S (WOS:000366152000034) 2015; 17 Trost, BM (WOS:000337336800018) 2014; 136 Li, WB (WOS:000372255400009) 2016; 45 Yadav, P (WOS:000378303400025) 2016; 18 Gerten, AL (WOS:000371235300010) 2016; 3 Wei, Y (WOS:000342679400003) 2014; 9 Rivinoja, DJ (WOS:000393539200014) 2017; 7 Sun, M (WOS:000427094200067) 2018; 83 Wang, TL (WOS:000368323100042) 2016; 138 MAGNUS, P (WOS:A1984SL47700034) 1984; 106 Cheng, Q. (000463975300046.7) 2018; 130 Lu, XY (WOS:000170173900002) 2001; 34 Fox, D. J. (000463975300046.16) 2009 Ye, LW (WOS:000256115000006) 2008; 37 Wang, Z (WOS:000403854300019) 2017; 19 Han, X. (000463975300046.22) 2016; 128 Ding, QP (WOS:000338118400002) 2014; 12 Roche, SP (WOS:000355051000003) 2015; 71 Kishbaugh, TLS (WOS:000169715900011) 2001; 42 Cowen, BJ (WOS:000271033400012) 2009; 38 Zhuo, CX (WOS:000312305400004) 2012; 51 Ngantchou, I (WOS:000278208200007) 2010; 20 Cheng, Q (WOS:000424879400018) 2018; 57 Awata, A (WOS:000342760700034) 2014; 53 Biolatto, B (WOS:000168911300034) 2001; 66 Laugeois, M (WOS:000401044500018) 2017; 19 Ni, HZ (WOS:000413896400057) 2017; 56 Lee, S (WOS:000319139400034) 2013; 19 Ni, H. (000463975300046.39) 2017; 129 Ding, QP (WOS:000313322900002) 2013; 45 Zhao, JQ (WOS:000354004400051) 2015; 17 Zhuo, C.- X. (000463975300046.76) 2012; 124 BALDE, AM (WOS:A1991EZ69200054) 1991; 30 Han, XY (WOS:000377921200023) 2016; 55 Zhao, JQ (WOS:000437261300011) 2018; 360 Jin, ZC (WOS:000444527000100) 2018; 20 Zeng, WD (WOS:000383253500021) 2016; 55 Li, KZ (WOS:000444364800113) 2018; 8 Yao, WJ (WOS:000404617300059) 2017; 8 Zhang, JQ (WOS:000426803300039) 2018; 83 Liu, XH (WOS:000391728900007) 2017; 19 Yao, WJ (WOS:000385575400001) 2016; 7 Chai, JD (WOS:000260775400004) 2008; 10 Roche, SP (WOS:000290662500006) 2011; 50 Wang, KK (WOS:000395836200003) 2017; 28 Zheng, C (WOS:000389801600008) 2016; 1 Ni, HZ (WOS:000446142400017) 2018; 118 Sun, WS (WOS:000370878800002) 2016; 14 Gonçalves, TP (WOS:000412043000028) 2017; 139 Yang, XJ (WOS:000382488500068) 2016; 7 POUSSET, JL (WOS:A1977DE17700018) 1977 Wang, TL (WOS:000380296400005) 2016; 49 Basavaiah, D (WOS:000281840400015) 2010; 110 Huang, GH (WOS:000457795500002) 2019; 361 Vydrov, OA (WOS:000243415300012) 2006; 125 Ni, HZ (WOS:000406103100054) 2017; 8 |
| References_xml | – volume: 3 start-page: 339 year: 2016 end-page: 343 publication-title: Org. Chem. Front. – volume: 7 start-page: 6176 year: 2016 end-page: 6181 publication-title: Chem. Sci. – volume: 45 start-page: 1570 year: 2016 end-page: 1580 publication-title: Chem. Soc. Rev. – volume: 65 start-page: 5328 year: 2009 end-page: 5336 publication-title: Tetrahedron – volume: 82 start-page: 13517 year: 2017 end-page: 13529 publication-title: J. Org. Chem. – volume: 53 126 start-page: 10462 10630 year: 2014 2014 end-page: 10465 10633 publication-title: Angew. Chem. Int. Ed. Angew. Chem. – volume: 70 start-page: 1380 year: 2007 end-page: 1383 publication-title: J. Nat. Prod. – volume: 45 start-page: 1657 year: 2016 end-page: 1677 publication-title: Chem. Soc. Rev. – volume: 110 start-page: 5447 year: 2010 end-page: 5674 publication-title: Chem. Rev. – volume: 5 start-page: 540 year: 2014 end-page: 550 publication-title: Pharmacol. Pharm. – volume: 20 start-page: 5515 year: 2018 end-page: 5518 publication-title: Org. Lett. – volume: 7 start-page: 13024 year: 2016 publication-title: Nat. Commun. – volume: 393 start-page: 51 year: 2004 end-page: 57 publication-title: Chem. Phys. Lett. – volume: 55 128 start-page: 8615 8757 year: 2016 2016 end-page: 8619 8761 publication-title: Angew. Chem. Int. Ed. Angew. Chem. – volume: 8 start-page: 5196 year: 2017 end-page: 5200 publication-title: Chem. Sci. – volume: 138 start-page: 265 year: 2016 end-page: 271 publication-title: J. Am. Chem. Soc. – volume: 20 start-page: 909 year: 2018 end-page: 912 publication-title: Org. Lett. – volume: 19 start-page: 4126 year: 2017 end-page: 4129 publication-title: Org. Lett. – volume: 66 start-page: 3906 year: 2001 end-page: 3912 publication-title: J. Org. Chem. – volume: 57 130 start-page: 2134 2156 year: 2018 2018 end-page: 2138 2160 publication-title: Angew. Chem. Int. Ed. Angew. Chem. – volume: 361 start-page: 405 year: 2019 end-page: 425 publication-title: Adv. Synth. Catal. – volume: 49 start-page: 11588 year: 2013 end-page: 11619 publication-title: Chem. Commun. – volume: 55 128 start-page: 6492 6602 year: 2016 2016 end-page: 6496 6606 publication-title: Angew. Chem. Int. Ed. Angew. Chem. – volume: 7 start-page: 1053 year: 2017 end-page: 1056 publication-title: ACS Catal. – volume: 19 start-page: 7181 year: 2013 end-page: 7192 publication-title: Chem. Eur. J. – volume: 19 start-page: 2266 year: 2017 end-page: 2269 publication-title: Org. Lett. – volume: 10 start-page: 6615 year: 2008 end-page: 6620 publication-title: Phys. Chem. Chem. Phys. – volume: 49 start-page: 1369 year: 2016 end-page: 1378 publication-title: Acc. Chem. Res. – volume: 17 start-page: 2238 year: 2015 end-page: 2241 publication-title: Org. Lett. – volume: 118 start-page: 9344 year: 2018 end-page: 9411 publication-title: Chem. Rev. – volume: 19 start-page: 3111 year: 2017 end-page: 3114 publication-title: Org. Lett. – start-page: 2766 year: 2011 end-page: 2778 publication-title: Synlett – volume: 19 start-page: 82 year: 2017 end-page: 87 publication-title: Green Chem. – volume: 28 start-page: 512 year: 2017 end-page: 516 publication-title: Chin. Chem. Lett. – volume: 13 start-page: 959 year: 2018 end-page: 963 publication-title: Chem. Asian J. – volume: 81 start-page: 2911 year: 2016 end-page: 2919 publication-title: J. Org. Chem. – volume: 106 start-page: 2105 year: 1984 end-page: 2114 publication-title: J. Am. Chem. Soc. – volume: 83 start-page: 2341 year: 2018 end-page: 2348 publication-title: J. Org. Chem. – volume: 30 start-page: 997 year: 1991 end-page: 1000 publication-title: Phytochemistry – volume: 139 start-page: 13442 year: 2017 end-page: 13449 publication-title: J. Am. Chem. Soc. – volume: 34 start-page: 535 year: 2001 end-page: 544 publication-title: Acc. Chem. Res. – volume: 136 start-page: 8213 year: 2014 end-page: 8216 publication-title: J. Am. Chem. Soc. – volume: 1 start-page: 830 year: 2016 end-page: 857 publication-title: Chem – volume: 8 start-page: 863 year: 2006 end-page: 866 publication-title: Org. Lett. – volume: 17 start-page: 5020 year: 2015 end-page: 5023 publication-title: Org. Lett. – year: 2016 – volume: 8 start-page: 8810 year: 2018 end-page: 8815 publication-title: ACS Catal. – volume: 18 start-page: 2886 year: 2016 end-page: 2889 publication-title: Org. Lett. – volume: 45 start-page: 1 year: 2013 end-page: 16 publication-title: Synthesis – volume: 38 start-page: 3102 year: 2009 end-page: 3116 publication-title: Chem. Soc. Rev. – volume: 42 start-page: 4783 year: 2001 end-page: 4785 publication-title: Tetrahedron Lett. – volume: 51 124 start-page: 12662 12834 year: 2012 2012 end-page: 12686 12858 publication-title: Angew. Chem. Int. Ed. Angew. Chem. – volume: 17 start-page: 5854 year: 2015 end-page: 5857 publication-title: Org. Lett. – volume: 83 start-page: 2882 year: 2018 end-page: 2891 publication-title: J. Org. Chem. – volume: 360 start-page: 2482 year: 2018 end-page: 2487 publication-title: Adv. Synth. Catal. – volume: 9 start-page: 2720 year: 2014 end-page: 2734 publication-title: Chem. Asian J. – start-page: 261 year: 1977 end-page: 262 publication-title: J. Chem. Soc. Chem. Commun. – volume: 20 start-page: 3495 year: 2010 end-page: 3498 publication-title: Boiorg. Med. Chem. Lett. – volume: 118 start-page: 10049 year: 2018 end-page: 10293 publication-title: Chem. Rev. – volume: 56 129 start-page: 14222 14410 year: 2017 2017 end-page: 14226 14414 publication-title: Angew. Chem. Int. Ed. Angew. Chem. – volume: 71 start-page: 3549 year: 2015 end-page: 3591 publication-title: Tetrahedron – volume: 14 start-page: 2164 year: 2016 end-page: 2176 publication-title: Org. Biomol. Chem. – volume: 50 123 start-page: 4068 4154 year: 2011 2011 end-page: 4093 4179 publication-title: Angew. Chem. Int. Ed. Angew. Chem. – volume: 19 start-page: 4508 year: 2017 end-page: 4511 publication-title: Org. Lett. – volume: 12 start-page: 4807 year: 2014 end-page: 4815 publication-title: Org. Biomol. Chem. – volume: 8 start-page: 5699 year: 2017 end-page: 5704 publication-title: Chem. Sci. – volume: 37 start-page: 1140 year: 2008 end-page: 1152 publication-title: Chem. Soc. Rev. – volume: 25 start-page: 2131 year: 1969 end-page: 2139 publication-title: Acta Crystallogr. Sect. B – ident: e_1_2_2_73_2 doi: 10.1039/b810189b – ident: e_1_2_2_30_2 doi: 10.1039/C7SC02176C – ident: e_1_2_2_21_2 doi: 10.1021/acs.accounts.6b00163 – ident: e_1_2_2_58_2 doi: 10.1021/acs.joc.8b00046 – ident: e_1_2_2_57_2 doi: 10.1021/acs.joc.7b03259 – ident: e_1_2_2_41_2 doi: 10.1021/np0701778 – ident: e_1_2_2_3_3 doi: 10.1002/ange.201006017 – ident: e_1_2_2_10_2 doi: 10.1016/j.chempr.2016.11.005 – ident: e_1_2_2_56_3 doi: 10.1002/ange.201711873 – ident: e_1_2_2_52_2 doi: 10.1021/acs.joc.7b02624 – ident: e_1_2_2_6_2 doi: 10.1039/C4OB00371C – ident: e_1_2_2_27_2 doi: 10.1039/C7SC00952F – ident: e_1_2_2_28_2 doi: 10.1021/acs.orglett.7b01221 – ident: e_1_2_2_23_2 doi: 10.1021/acs.chemrev.8b00081 – ident: e_1_2_2_48_2 doi: 10.1002/chem.201201238 – ident: e_1_2_2_7_2 doi: 10.1016/j.tet.2014.06.054 – ident: e_1_2_2_47_2 doi: 10.1016/j.tet.2009.04.065 – ident: e_1_2_2_38_2 doi: 10.1039/c39770000261 – ident: e_1_2_2_68_2 doi: 10.1021/acs.orglett.5b00850 – ident: e_1_2_2_26_2 doi: 10.1002/anie.201707183 – ident: e_1_2_2_80_2 doi: 10.1002/anie.201602997 – ident: e_1_2_2_77_2 doi: 10.1021/acs.orglett.5b03028 – ident: e_1_2_2_31_3 doi: 10.1002/ange.201600453 – ident: e_1_2_2_16_2 doi: 10.1021/cr900291g – ident: e_1_2_2_42_2 doi: 10.1016/j.bmcl.2010.04.145 – start-page: 2766 year: 2011 ident: e_1_2_2_17_2 publication-title: Synlett – ident: e_1_2_2_36_1 – ident: e_1_2_2_29_2 doi: 10.1021/acs.orglett.7b01936 – ident: e_1_2_2_33_1 – ident: e_1_2_2_3_2 doi: 10.1002/anie.201006017 – ident: e_1_2_2_79_2 doi: 10.1039/C6SC01795A – ident: e_1_2_2_55_1 – ident: e_1_2_2_13_2 doi: 10.1021/ar000253x – ident: e_1_2_2_44_1 – ident: e_1_2_2_66_2 doi: 10.1021/acs.orglett.7b03667 – ident: e_1_2_2_74_2 doi: 10.1016/j.cplett.2004.06.011 – ident: e_1_2_2_63_1 – ident: e_1_2_2_60_1 – ident: e_1_2_2_19_2 doi: 10.1002/asia.201402109 – ident: e_1_2_2_26_3 doi: 10.1002/ange.201707183 – ident: e_1_2_2_65_2 doi: 10.1002/adsc.201800266 – ident: e_1_2_2_71_1 – ident: e_1_2_2_31_2 doi: 10.1002/anie.201600453 – ident: e_1_2_2_49_2 doi: 10.1039/C6GC02517J – ident: e_1_2_2_22_2 doi: 10.1021/acs.chemrev.8b00261 – ident: e_1_2_2_61_2 doi: 10.1002/anie.201405223 – ident: e_1_2_2_1_1 – ident: e_1_2_2_34_2 doi: 10.1038/ncomms13024 – ident: e_1_2_2_62_2 doi: 10.1039/C5QO00346F – ident: e_1_2_2_82_2 doi: 10.1021/jacs.7b06305 – ident: e_1_2_2_4_2 doi: 10.1002/anie.201204822 – ident: e_1_2_2_46_2 doi: 10.1016/S0040-4039(01)00854-1 – ident: e_1_2_2_12_1 – ident: e_1_2_2_78_2 doi: 10.1021/acs.joc.6b00172 – ident: e_1_2_2_35_2 doi: 10.1021/acscatal.8b02706 – ident: e_1_2_2_72_2 – ident: e_1_2_2_39_2 doi: 10.1021/ja00319a034 – ident: e_1_2_2_50_2 doi: 10.1021/acscatal.6b03248 – ident: e_1_2_2_20_2 doi: 10.1039/C5CS00469A – ident: e_1_2_2_8_2 doi: 10.1039/C5CS00356C – ident: e_1_2_2_32_2 doi: 10.1021/jacs.5b10524 – volume-title: Asymmetric Dearomatization Reactions year: 2016 ident: e_1_2_2_2_2 – ident: e_1_2_2_11_2 doi: 10.1002/adsc.201800789 – ident: e_1_2_2_14_2 doi: 10.1039/b717758e – ident: e_1_2_2_53_2 doi: 10.1016/j.cclet.2016.11.003 – ident: e_1_2_2_37_2 doi: 10.1107/S0567740869005243 – ident: e_1_2_2_25_2 doi: 10.1021/acs.orglett.8b02519 – ident: e_1_2_2_61_3 doi: 10.1002/ange.201405223 – ident: e_1_2_2_45_2 doi: 10.1021/jo0057856 – ident: e_1_2_2_54_2 doi: 10.1021/ja5044825 – ident: e_1_2_2_4_3 doi: 10.1002/ange.201204822 – ident: e_1_2_2_64_2 doi: 10.1021/acs.orglett.5b02489 – ident: e_1_2_2_9_2 doi: 10.1039/C5OB02526E – ident: e_1_2_2_40_2 doi: 10.1016/0031-9422(91)85294-A – ident: e_1_2_2_18_2 doi: 10.1039/c3cc47368f – ident: e_1_2_2_56_2 doi: 10.1002/anie.201711873 – ident: e_1_2_2_70_1 – ident: e_1_2_2_59_2 doi: 10.1002/asia.201800133 – ident: e_1_2_2_69_2 doi: 10.1021/acs.orglett.7b02068 – ident: e_1_2_2_5_2 doi: 10.1055/s-0032-1316853 – ident: e_1_2_2_67_1 – ident: e_1_2_2_75_1 – ident: e_1_2_2_51_2 doi: 10.1021/acs.orglett.7b00784 – ident: e_1_2_2_81_2 doi: 10.1021/acs.orglett.6b01196 – ident: e_1_2_2_24_1 – ident: e_1_2_2_15_2 doi: 10.1039/b816700c – ident: e_1_2_2_80_3 doi: 10.1002/ange.201602997 – ident: e_1_2_2_43_2 doi: 10.4236/pp.2014.55064 – ident: e_1_2_2_76_2 doi: 10.1021/ol0529546 – volume: 34 start-page: 535 year: 2001 ident: WOS:000170173900002 article-title: Reactions of electron-deficient alkynes and allenes under phosphine catalysis publication-title: ACCOUNTS OF CHEMICAL RESEARCH doi: 10.1021/ar000253x – volume: 106 start-page: 2105 year: 1984 ident: WOS:A1984SL47700034 article-title: SYNTHESIS OF (+/-)-10,22-DIOXOKOPSANE AND (+/-)-KOPSANONE, HEPTACYCLIC INDOLE ALKALOIDS - SYNTHETIC AND MECHANISTIC STUDIES publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY – start-page: 261 year: 1977 ident: WOS:A1977DE17700018 article-title: NOVEL BIS-INDOLE ALKALOID - X-RAY CRYSTAL-STRUCTURE DETERMINATION OF BORREVERINE AND ITS REARRANGEMENT PRODUCT ON DIACETYLATION publication-title: JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS – volume: 83 start-page: 2341 year: 2018 ident: WOS:000427094200067 article-title: Catalytic Asymmetric Dearomative [3+2] Cycloaddition of Electron-Deficient Indoles with All-Carbon 1,3-Dipoles publication-title: JOURNAL OF ORGANIC CHEMISTRY doi: 10.1021/acs.joc.7b03259 – volume: 3 start-page: 339 year: 2016 ident: WOS:000371235300010 article-title: Enantioselective dearomative [3+2] cycloadditions of indoles with azomethine ylides derived from alanine imino esters publication-title: ORGANIC CHEMISTRY FRONTIERS doi: 10.1039/c5qo00346f – volume: 8 start-page: 5699 year: 2017 ident: WOS:000406103100054 article-title: Catalyst-controlled regioselectivity in phosphine catalysis: the synthesis of spirocyclic benzofuranones via regiodivergent [3+2] annulations of aurones and an allenoate publication-title: CHEMICAL SCIENCE doi: 10.1039/c7sc02176c – volume: 8 start-page: 8810 year: 2018 ident: WOS:000444364800113 article-title: Enantioselective Construction of Bicyclic Pyran and Hydrindane Scaffolds via Intramolecular Rauhut-Currier Reactions Catalyzed by Thiourea-Phosphines publication-title: ACS CATALYSIS doi: 10.1021/acscatal.8b02706 – volume: 138 start-page: 265 year: 2016 ident: WOS:000368323100042 article-title: Regiodivergent Enantioselective γ-Additions of Oxazolones to 2,3-Butadienoates Catalyzed by Phosphines: Synthesis of α,α-Disubstituted α-Amino Acids and N,O-Acetal Derivatives publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/jacs.5b10524 – volume: 66 start-page: 3906 year: 2001 ident: WOS:000168911300034 article-title: Reactions of 1-tosyl-3-substituted indoles with conjugated dienes under thermal and/or high-pressure conditions publication-title: JOURNAL OF ORGANIC CHEMISTRY doi: 10.1021/jo0057856 – volume: 124 start-page: 12834 year: 2012 ident: 000463975300046.76 publication-title: Angew. Chem. – volume: 125 start-page: ARTN 234109 year: 2006 ident: WOS:000243415300012 article-title: Assessment of a long-range corrected hybrid functional publication-title: JOURNAL OF CHEMICAL PHYSICS doi: 10.1063/1.2409292 – volume: 45 start-page: 1570 year: 2016 ident: WOS:000372255400005 article-title: Catalytic asymmetric dearomatization (CADA) reactions of phenol and aniline derivatives publication-title: CHEMICAL SOCIETY REVIEWS doi: 10.1039/c5cs00356c – volume: 71 start-page: 3549 year: 2015 ident: WOS:000355051000003 article-title: Advances in dearomatization strategies of indoles publication-title: TETRAHEDRON doi: 10.1016/j.tet.2014.06.054 – volume: 136 start-page: 8213 year: 2014 ident: WOS:000337336800018 article-title: Palladium-Catalyzed Dearomative Trimethylenemethane Cycloaddition Reactions publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/ja5044825 – volume: 19 start-page: 7181 year: 2013 ident: WOS:000319139400034 article-title: Aromatic CC Bonds as Dipolarophiles: Facile Reactions of Uncomplexed Electron-Deficient Benzene Derivatives and Other Aromatic Rings with a Non-Stabilized Azomethine Ylide publication-title: CHEMISTRY-A EUROPEAN JOURNAL doi: 10.1002/chem.201201238 – volume: 118 start-page: 9344 year: 2018 ident: WOS:000446142400017 article-title: Phosphine-Catalyzed Asymmetric Organic Reactions publication-title: CHEMICAL REVIEWS doi: 10.1021/acs.chemrev.8b00261 – volume: 19 start-page: 4508 year: 2017 ident: WOS:000409566400025 article-title: Multiple Hydrogen-Bonding Bifunctional Thiourea-Catalyzed Asymmetric Dearomative [4+2] Annulation of 3-Nitroindoles: Highly Enantioselective Access to Hydrocarbazole Skeletons publication-title: ORGANIC LETTERS doi: 10.1021/acs.orglett.7b02068 – volume: 65 start-page: 5328 year: 2009 ident: WOS:000267587600025 article-title: Microwave-assisted reactions of nitroheterocycles with dienes. Diels-Alder and tandem hetero Diels-Alder/[3,3] sigmatropic shift publication-title: TETRAHEDRON doi: 10.1016/j.tet.2009.04.065 – volume: 9 start-page: 2720 year: 2014 ident: WOS:000342679400003 article-title: Applications of Chiral Phosphine-Based Organocatalysts in Catalytic Asymmetric Reactions publication-title: CHEMISTRY-AN ASIAN JOURNAL doi: 10.1002/asia.201402109 – volume: 8 start-page: 5196 year: 2017 ident: WOS:000404617300059 article-title: Chiral phosphine-mediated intramolecular [3+2] annulation: enhanced enantioselectivity by achiral Bronsted acid publication-title: CHEMICAL SCIENCE doi: 10.1039/c7sc00952f – volume: 28 start-page: 512 year: 2017 ident: WOS:000395836200003 article-title: Construction of polycyclic spirooxindoles through [3+2] annulations of Morita-Baylis-Hillman carbonates and 3-nitro-7-azaindoles publication-title: CHINESE CHEMICAL LETTERS doi: 10.1016/j.cclet.2016.11.003 – volume: 1 start-page: 830 year: 2016 ident: WOS:000389801600008 article-title: Catalytic Asymmetric Dearomatization by Transition-Metal Catalysis: A Method for Transformations of Aromatic Compounds publication-title: CHEM doi: 10.1016/j.chempr.2016.11.005 – volume: 56 start-page: 14222 year: 2017 ident: WOS:000413896400057 article-title: Enantioselective Phosphine-Catalyzed Formal [4+4] Annulation of α,β-Unsaturated Imines and Allene Ketones: Construction of Eight-Membered Rings publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION doi: 10.1002/anie.201707183 – volume: 13 start-page: 959 year: 2018 ident: WOS:000430168800012 article-title: Diastereo- and Enantioselective Palladium-Catalyzed Dearomative [3+2] Cycloaddition of 3-Nitroindoles publication-title: CHEMISTRY-AN ASIAN JOURNAL doi: 10.1002/asia.201800133 – volume: 139 start-page: 13442 year: 2017 ident: WOS:000412043000028 article-title: Metal-Ligand Cooperative Reactivity in the (Pseudo)-Dearomatized PNx(P) Systems: The Influence of the Zwitterionic Form in Dearomatized Pincer Complexes publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/jacs.7b06305 – volume: 51 start-page: 12662 year: 2012 ident: WOS:000312305400004 article-title: Catalytic Asymmetric Dearomatization Reactions publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION doi: 10.1002/anie.201204822 – volume: 53 start-page: 10462 year: 2014 ident: WOS:000342760700034 article-title: PyBidine/Copper Catalyst: Asymmetric exo′-Selective [3+2] Cycloaddition using Imino Ester and Electrophilic Indole publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION doi: 10.1002/anie.201405223 – volume: 30 start-page: 997 year: 1991 ident: WOS:A1991EZ69200054 article-title: SPERMACOCEINE, A BIS-INDOLE ALKALOID FROM BORRERIA-VERTICILLATA publication-title: PHYTOCHEMISTRY – volume: 10 start-page: 6615 year: 2008 ident: WOS:000260775400004 article-title: Long-range corrected hybrid density functionals with damped atom-atom dispersion corrections publication-title: PHYSICAL CHEMISTRY CHEMICAL PHYSICS doi: 10.1039/b810189b – volume: 20 start-page: 5515 year: 2018 ident: WOS:000444527000100 article-title: Phosphine-Catalyzed Formal Oxa-[4+2] Annulation Employing Nitroethylene and Enones: Enantioselective Synthesis of Dihydropyrans publication-title: ORGANIC LETTERS doi: 10.1021/acs.orglett.8b02519 – volume: 14 start-page: 2164 year: 2016 ident: WOS:000370878800002 article-title: Asymmetric dearomatization of phenols publication-title: ORGANIC & BIOMOLECULAR CHEMISTRY doi: 10.1039/c5ob02526e – volume: 17 start-page: 5854 year: 2015 ident: WOS:000366152000034 article-title: Toward Singlet-Triplet Bistable Nonalternant Kekule Hydrocarbons: Azulene-to-Naphthalene Rearrangement publication-title: ORGANIC LETTERS doi: 10.1021/acs.orglett.5b03028 – volume: 19 start-page: 3111 year: 2017 ident: WOS:000403854300019 article-title: Enantioselective Synthesis of Tetrahydropyridines/Piperidines via Stepwise [4+2]/[2+2] Cyclizations publication-title: ORGANIC LETTERS doi: 10.1021/acs.orglett.7b01221 – volume: 126 start-page: 10630 year: 2014 ident: 000463975300046.1 publication-title: Angew. Chem. – volume: 361 start-page: 405 year: 2019 ident: WOS:000457795500002 article-title: Recent Developments in Transition Metal-Catalyzed Dearomative Cyclizations of Indoles as Dipolarophiles for the Construction of Indolines publication-title: ADVANCED SYNTHESIS & CATALYSIS doi: 10.1002/adsc.201800789 – volume: 19 start-page: 4126 year: 2017 ident: WOS:000407307900046 article-title: Phosphine-Catalyzed Enantioselective [4+2] Annulation of o-Quinone Methides with Allene Ketones publication-title: ORGANIC LETTERS doi: 10.1021/acs.orglett.7b01936 – volume: 130 start-page: 2156 year: 2018 ident: 000463975300046.7 publication-title: Angew. Chem. – volume: 20 start-page: 3495 year: 2010 ident: WOS:000278208200007 article-title: Antitrypanosomal alkaloids from Polyalthia suaveolens (Annonaceae): Their effects on three selected glycolytic enzymes of Trypanosoma brucei publication-title: BIOORGANIC & MEDICINAL CHEMISTRY LETTERS doi: 10.1016/j.bmcl.2010.04.145 – start-page: 2766 year: 2011 ident: WOS:000297847700002 article-title: Novel Amino Acid Based Bifunctional Chiral Phosphines publication-title: SYNLETT doi: 10.1055/s-0031-1289538 – volume: 55 start-page: 8615 year: 2016 ident: WOS:000383253500021 article-title: Super-heptazethrene publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION doi: 10.1002/anie.201602997 – volume: 8 start-page: 863 year: 2006 ident: WOS:000235746600016 article-title: Which NICS aromaticity index for planar π rings is best? publication-title: ORGANIC LETTERS doi: 10.1021/ol0529546 – volume: 19 start-page: 2266 year: 2017 ident: WOS:000401044500018 article-title: Palladium(O)-Catalyzed Dearomative [3+2] Cycloaddition of 3-Nitroindoles with Vinylcyclopropanes: An Entry to Stereodefined 2,3-Fused Cyclopentannulated Indoline Derivatives publication-title: ORGANIC LETTERS doi: 10.1021/acs.orglett.7b00784 – year: 2009 ident: 000463975300046.16 publication-title: Gaussian09 – volume: 70 start-page: 1380 year: 2007 ident: WOS:000248978800033 article-title: Leuconoxine, kopsinitarine, kopsijasmine, and kopsinone derivatives from Kopsia publication-title: JOURNAL OF NATURAL PRODUCTS doi: 10.1021/np0701778 – volume: 118 start-page: 10049 year: 2018 ident: WOS:000448754700002 article-title: Phosphine Organocatalysis publication-title: CHEMICAL REVIEWS doi: 10.1021/acs.chemrev.8b00081 – volume: 18 start-page: 2886 year: 2016 ident: WOS:000378303400025 article-title: Kinetically Blocked Stable 5,6:12,13-Dibenzozethrene: A Laterally π-Extended Zethrene with Enhanced Diradical Character publication-title: ORGANIC LETTERS doi: 10.1021/acs.orglett.6b01196 – volume: 7 start-page: 6176 year: 2016 ident: WOS:000382488500068 article-title: Benzo[4,5]cyclohepta[1,2-b]fluorene: an isomeric motif for pentacene containing linearly fused five-, six- and seven-membered rings publication-title: CHEMICAL SCIENCE doi: 10.1039/c6sc01795a – volume: 12 start-page: 4807 year: 2014 ident: WOS:000338118400002 article-title: Recent advances in dearomatization of heteroaromatic compounds publication-title: ORGANIC & BIOMOLECULAR CHEMISTRY doi: 10.1039/c4ob00371c – volume: 81 start-page: 2911 year: 2016 ident: WOS:000373520200022 article-title: Octazethrene and Its Isomer with Different Diradical Characters and Chemical Reactivity: The Role of the Bridge Structure publication-title: JOURNAL OF ORGANIC CHEMISTRY doi: 10.1021/acs.joc.6b00172 – volume: 83 start-page: 2882 year: 2018 ident: WOS:000426803300039 article-title: Pd-Catalyzed Asymmetric Dearomative Cycloaddition for Construction of Optically Active Pyrroloindoline and Cyclopentaindoline Derivatives: Access to 3a-Aminopyrroloindolines publication-title: JOURNAL OF ORGANIC CHEMISTRY doi: 10.1021/acs.joc.8b00046 – volume: 49 start-page: 1369 year: 2016 ident: WOS:000380296400005 article-title: Amino Acid-Derived Bifunctional Phosphines for Enantioselective Transformations publication-title: ACCOUNTS OF CHEMICAL RESEARCH doi: 10.1021/acs.accounts.6b00163 – volume: 57 start-page: 2134 year: 2018 ident: WOS:000424879400018 article-title: Stereodivergent Synthesis of Tetrahydrofuroindoles through Pd-Catalyzed Asymmetric Dearomative Formal [3+2] Cycloaddition publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION doi: 10.1002/anie.201711873 – volume: 82 start-page: 13517 year: 2017 ident: WOS:000418392600055 article-title: Pd-Catalyzed Dearomative [3+2] Cycloaddition of 3-Nitroindoles with 2-Vinylcyclopropane-1,1-dicarboxylates publication-title: JOURNAL OF ORGANIC CHEMISTRY doi: 10.1021/acs.joc.7b02624 – volume: 55 start-page: 6492 year: 2016 ident: WOS:000377921200023 article-title: Phosphine-mediated Highly Enantioselective Spirocyclization with Ketimines as Substrates publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION doi: 10.1002/anie.201600453 – volume: 19 start-page: 82 year: 2017 ident: WOS:000391728900007 article-title: A catalyst-free 1,3-dipolar cycloaddition of C,N-cyclic azomethine imines and 3-nitroindoles: an easy access to five-ring-fused tetrahydroisoquinolines publication-title: GREEN CHEMISTRY doi: 10.1039/c6gc02517j – volume: 17 start-page: 5020 year: 2015 ident: WOS:000363225000023 article-title: Zn-Catalyzed Diastereo- and Enantioselective Cascade Reaction of 3-Isothiocyanato Oxindoles and 3-Nitroindoles: Stereocontrolled Syntheses of Polycyclic Spirooxindoles publication-title: ORGANIC LETTERS doi: 10.1021/acs.orglett.5b02489 – volume: 128 start-page: 8757 year: 2016 ident: 000463975300046.67 publication-title: Angew. Chem. – volume: 17 start-page: 2238 year: 2015 ident: WOS:000354004400051 article-title: Asymmetric Michael/Cyclization Cascade Reaction of 3-Isothiocyanato Oxindoles and 3-Nitroindoles with Amino-Thiocarbamate Catalysts: Enantioselective Synthesis of Polycyclic Spirooxindoles publication-title: ORGANIC LETTERS doi: 10.1021/acs.orglett.5b00850 – volume: 49 start-page: 11588 year: 2013 ident: WOS:000327446200001 article-title: Advances in nucleophilic phosphine catalysis of alkenes, allenes, alkynes, and MBHADs publication-title: CHEMICAL COMMUNICATIONS doi: 10.1039/c3cc47368f – volume: 45 start-page: 1657 year: 2016 ident: WOS:000372255400009 article-title: Recent developments in the synthesis and utilization of chiral β-aminophosphine derivatives as catalysts or ligands publication-title: CHEMICAL SOCIETY REVIEWS doi: 10.1039/c5cs00469a – volume: 7 start-page: ARTN 13024 year: 2016 ident: WOS:000385575400001 article-title: Enantioselective desymmetrization of cyclohexadienones via an intramolecular Rauhut-Currier reaction of allenoates publication-title: NATURE COMMUNICATIONS doi: 10.1038/ncomms13024 – volume: 42 start-page: 4783 year: 2001 ident: WOS:000169715900011 article-title: Diels-Alder reactions of 2-and 3-nitroindoles. A simple hydroxycarbazole synthesis publication-title: TETRAHEDRON LETTERS – volume: 37 start-page: 1140 year: 2008 ident: WOS:000256115000006 article-title: Phosphine-triggered synthesis of functionalized cyclic compounds publication-title: CHEMICAL SOCIETY REVIEWS doi: 10.1039/b717758e – volume: 129 start-page: 14410 year: 2017 ident: 000463975300046.39 publication-title: Angew. Chem. – volume: 45 start-page: 1 year: 2013 ident: WOS:000313322900002 article-title: Recent Advances in Phenol Dearomatization and Its Application in Complex Syntheses publication-title: SYNTHESIS-STUTTGART doi: 10.1055/s-0032-1317575 – volume: 38 start-page: 3102 year: 2009 ident: WOS:000271033400012 article-title: Enantioselective catalysis and complexity generation from allenoates publication-title: CHEMICAL SOCIETY REVIEWS doi: 10.1039/b816700c – volume: 360 start-page: 2482 year: 2018 ident: WOS:000437261300011 article-title: Zn-Catalyzed Diastereo- and Enantioselective Dearomative [3+2] Cycloaddition Reaction of 2-Nitroindoles and 2-Nitrobenzothiophenes publication-title: ADVANCED SYNTHESIS & CATALYSIS doi: 10.1002/adsc.201800266 – volume: 128 start-page: 6602 year: 2016 ident: 000463975300046.22 publication-title: Angew. Chem. – volume: 7 start-page: 1053 year: 2017 ident: WOS:000393539200014 article-title: The Diastereoselective Synthesis of Pyrroloindolines by Pd-Catalyzed Dearomative Cycloaddition of 1-Tosyl-2-vinylaziridine to 3-Nitroindoles publication-title: ACS CATALYSIS doi: 10.1021/acscatal.6b03248 – volume: 20 start-page: 909 year: 2018 ident: WOS:000426013600004 article-title: Diastereo- and Enantioselective Dearomative [3+2] Cycloaddition Reaction of 2-Nitrobenzofurans with 3-Isothiocyanato Oxindoles publication-title: ORGANIC LETTERS doi: 10.1021/acs.orglett.7b03667 – volume: 50 start-page: 4068 year: 2011 ident: WOS:000290662500006 article-title: Dearomatization Strategies in the Synthesis of Complex Natural Products publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION doi: 10.1002/anie.201006017 – volume: 110 start-page: 5447 year: 2010 ident: WOS:000281840400015 article-title: Recent Contributions from the Baylis-Hillman Reaction to Organic Chemistry publication-title: CHEMICAL REVIEWS doi: 10.1021/cr900291g – volume: B 25 start-page: 2131 year: 1969 ident: WOS:A1969E310700028 article-title: CRYSTAL STRUCTURE AND ABSOLUTE CONFIGURATION OF N(B(-METHIODIDE OF (-)-KOPSANONE publication-title: ACTA CRYSTALLOGRAPHICA SECTION B-STRUCTURAL CRYSTALLOGRAPHY AND CRYSTAL CHEMISTRY |
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| Snippet | The dearomatization of 3‐nitroindoles through a chiral‐phosphine‐mediated [3+2] annulation reaction is described. This method makes use of readily available... The dearomatization of 3-nitroindoles through a chiral-phosphine-mediated [3+2] annulation reaction is described. This method makes use of readily available... |
| Source | Web of Science |
| SourceID | proquest pubmed webofscience crossref wiley |
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| StartPage | 5427 |
| SubjectTerms | [3+2] annulation Chemical reactions Chemistry Chemistry, Multidisciplinary cyclopentaindolines dearomatization Enantiomers nitroindoles Organic chemistry organocatalysis Phosphine Physical Sciences Science & Technology |
| Title | Dearomatization of 3‐Nitroindoles by a Phosphine‐Catalyzed Enantioselective [3+2] Annulation Reaction |
| URI | https://onlinelibrary.wiley.com/doi/abs/10.1002%2Fanie.201900248 http://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcApp=Summon&SrcAuth=ProQuest&DestApp=WOS&DestLinkType=FullRecord&UT=000463975300046 https://www.ncbi.nlm.nih.gov/pubmed/30770616 https://www.proquest.com/docview/2200870209 |
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