Rhodium(III)-Catalyzed Asymmetric Borylative Cyclization of Cyclohexadienone-Containing 1,6-Dienes: An Experimental and DFT Study
Because of the inherent difficulty in differentiating two olefins, the development of metal-catalyzed asymmetric cyclization of 1,6-dienes remains challenging. Herein, we describe the first rhodium(III)-catalyzed asymmetric borylative cyclization of cyclohexadienone-tethered mono-, 1,1-di-, and (E)...
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| Published in | Journal of the American Chemical Society Vol. 141; no. 32; pp. 12770 - 12779 |
|---|---|
| Main Authors | , , , , , , , , |
| Format | Journal Article |
| Language | English |
| Published |
WASHINGTON
American Chemical Society
14.08.2019
Amer Chemical Soc |
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| Online Access | Get full text |
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| Abstract | Because of the inherent difficulty in differentiating two olefins, the development of metal-catalyzed asymmetric cyclization of 1,6-dienes remains challenging. Herein, we describe the first rhodium(III)-catalyzed asymmetric borylative cyclization of cyclohexadienone-tethered mono-, 1,1-di-, and (E)-1,2-disubstituted alkenes (1,6-dienes), affording optically pure cis-bicyclic skeletons bearing three or four contiguous stereocenters with high yields (25–93%), and excellent diastereoselectivities (>20:1 dr) and enantioselectivities (90–99% ee). This mild catalytic approach is generally compatible with a wide range of functional groups, which allows several facile conversions of the cyclization products. Furthermore, on the basis of our SAESI-MS experiment and computational study, a Rh(I)/(III) catalytic cycle is proposed in this tandem reaction, and the Rh(I) active species catalyzes the overall transformation via sequential oxidative addition of B2pin2, olefin insertion, cyclizing conjugate addition, and reductive elimination. The irreversible conjugate addition determines the overall regioselectivity of borylative cyclization, and the ring strain favors the formation of 5,6-bicyclic structure. This highlights the control of ring strain in diene cyclizations, which provides a useful basis for future reaction designs. |
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| AbstractList | Because of the inherent difficulty in differentiating two olefins, the development of metal-catalyzed asymmetric cyclization of 1,6-dienes remains challenging. Herein, we describe the first rhodium(III)-catalyzed asymmetric borylative cyclization of cyclohexadienone-tethered mono-, 1,1-di-, and (E)-1,2-disubstituted alkenes (1,6-dienes), affording optically pure cis-bicyclic skeletons bearing three or four contiguous stereocenters with high yields (25–93%), and excellent diastereoselectivities (>20:1 dr) and enantioselectivities (90–99% ee). This mild catalytic approach is generally compatible with a wide range of functional groups, which allows several facile conversions of the cyclization products. Furthermore, on the basis of our SAESI-MS experiment and computational study, a Rh(I)/(III) catalytic cycle is proposed in this tandem reaction, and the Rh(I) active species catalyzes the overall transformation via sequential oxidative addition of B2pin2, olefin insertion, cyclizing conjugate addition, and reductive elimination. The irreversible conjugate addition determines the overall regioselectivity of borylative cyclization, and the ring strain favors the formation of 5,6-bicyclic structure. This highlights the control of ring strain in diene cyclizations, which provides a useful basis for future reaction designs. Because of the inherent difficulty in differentiating two olefins, the development of metal-catalyzed asymmetric cyclization of 1,6-dienes remains challenging. Herein, we describe the first rhodium(III)-catalyzed asymmetric borylative cyclization of cyclohexadienone-tethered mono-, 1,1di-, and (E)-1,2-disubstituted alkenes (1,6-dienes), affording optically pure cis-bicyclic skeletons bearing three or four contiguous stereocenters with high yields (25-93%), and excellent diastereoselectivities (>20:1 dr) and enantioselectivities (90-99% ee). This mild catalytic approach is generally compatible with a wide range of functional groups, which allows several facile conversions of the cyclization products. Furthermore, on the basis of our SAESI-MS experiment and computational study, a Rh(I)/(III) catalytic cycle is proposed in this tandem reaction, and the Rh(I) active species catalyzes the overall transformation via sequential oxidative addition of B(2)pin(2), olefin insertion, cyclizing conjugate addition, and reductive elimination. The irreversible conjugate addition determines the overall regioselectivity of borylative cyclization, and the ring strain favors the formation of 5,6-bicyclic structure. This highlights the control of ring strain in diene cyclizations, which provides a useful basis for future reaction designs. Because of the inherent difficulty in differentiating two olefins, the development of metal-catalyzed asymmetric cyclization of 1,6-dienes remains challenging. Herein, we describe the first rhodium(III)-catalyzed asymmetric borylative cyclization of cyclohexadienone-tethered mono-, 1,1-di-, and (E)-1,2-disubstituted alkenes (1,6-dienes), affording optically pure cis-bicyclic skeletons bearing three or four contiguous stereocenters with high yields (25-93%), and excellent diastereoselectivities (>20:1 dr) and enantioselectivities (90-99% ee). This mild catalytic approach is generally compatible with a wide range of functional groups, which allows several facile conversions of the cyclization products. Furthermore, on the basis of our SAESI-MS experiment and computational study, a Rh(I)/(III) catalytic cycle is proposed in this tandem reaction, and the Rh(I) active species catalyzes the overall transformation via sequential oxidative addition of B2pin2, olefin insertion, cyclizing conjugate addition, and reductive elimination. The irreversible conjugate addition determines the overall regioselectivity of borylative cyclization, and the ring strain favors the formation of 5,6-bicyclic structure. This highlights the control of ring strain in diene cyclizations, which provides a useful basis for future reaction designs.Because of the inherent difficulty in differentiating two olefins, the development of metal-catalyzed asymmetric cyclization of 1,6-dienes remains challenging. Herein, we describe the first rhodium(III)-catalyzed asymmetric borylative cyclization of cyclohexadienone-tethered mono-, 1,1-di-, and (E)-1,2-disubstituted alkenes (1,6-dienes), affording optically pure cis-bicyclic skeletons bearing three or four contiguous stereocenters with high yields (25-93%), and excellent diastereoselectivities (>20:1 dr) and enantioselectivities (90-99% ee). This mild catalytic approach is generally compatible with a wide range of functional groups, which allows several facile conversions of the cyclization products. Furthermore, on the basis of our SAESI-MS experiment and computational study, a Rh(I)/(III) catalytic cycle is proposed in this tandem reaction, and the Rh(I) active species catalyzes the overall transformation via sequential oxidative addition of B2pin2, olefin insertion, cyclizing conjugate addition, and reductive elimination. The irreversible conjugate addition determines the overall regioselectivity of borylative cyclization, and the ring strain favors the formation of 5,6-bicyclic structure. This highlights the control of ring strain in diene cyclizations, which provides a useful basis for future reaction designs. Because of the inherent difficulty in differentiating two olefins, the development of metal-catalyzed asymmetric cyclization of 1,6-dienes remains challenging. Herein, we describe the first rhodium(III)-catalyzed asymmetric borylative cyclization of cyclohexadienone-tethered mono-, 1,1-di-, and ( )-1,2-disubstituted alkenes (1,6-dienes), affording optically pure -bicyclic skeletons bearing three or four contiguous stereocenters with high yields (25-93%), and excellent diastereoselectivities (>20:1 dr) and enantioselectivities (90-99% ee). This mild catalytic approach is generally compatible with a wide range of functional groups, which allows several facile conversions of the cyclization products. Furthermore, on the basis of our SAESI-MS experiment and computational study, a Rh(I)/(III) catalytic cycle is proposed in this tandem reaction, and the Rh(I) active species catalyzes the overall transformation via sequential oxidative addition of B pin , olefin insertion, cyclizing conjugate addition, and reductive elimination. The irreversible conjugate addition determines the overall regioselectivity of borylative cyclization, and the ring strain favors the formation of 5,6-bicyclic structure. This highlights the control of ring strain in diene cyclizations, which provides a useful basis for future reaction designs. Because of the inherent difficulty in differentiating two olefins, the development of metal-catalyzed asymmetric cyclization of 1,6-dienes remains challenging. Herein, we describe the first rhodium(III)-catalyzed asymmetric borylative cyclization of cyclohexadienone-tethered mono-, 1,1-di-, and (E)-1,2-disubstituted alkenes (1,6-dienes), affording optically pure cis-bicyclic skeletons bearing three or four contiguous stereocenters with high yields (25–93%), and excellent diastereoselectivities (>20:1 dr) and enantioselectivities (90–99% ee). This mild catalytic approach is generally compatible with a wide range of functional groups, which allows several facile conversions of the cyclization products. Furthermore, on the basis of our SAESI-MS experiment and computational study, a Rh(I)/(III) catalytic cycle is proposed in this tandem reaction, and the Rh(I) active species catalyzes the overall transformation via sequential oxidative addition of B₂pin₂, olefin insertion, cyclizing conjugate addition, and reductive elimination. The irreversible conjugate addition determines the overall regioselectivity of borylative cyclization, and the ring strain favors the formation of 5,6-bicyclic structure. This highlights the control of ring strain in diene cyclizations, which provides a useful basis for future reaction designs. |
| Author | Tan, Yun-Xuan Tian, Ping Lin, Guo-Qiang Li, Qing-Hua Zhang, Fang Hong, Xin Wang, Yi-Fan Xie, Pei-Pei Zhang, Shuo-Qing |
| AuthorAffiliation | The Research Center of Chiral Drugs, Innovation Research Institute of Traditional Chinese Medicine (IRI) Department of Chemistry CAS Key Laboratory of Synthetic Chemistry of Natural Substances, Center for Excellence in Molecular Synthesis |
| AuthorAffiliation_xml | – name: CAS Key Laboratory of Synthetic Chemistry of Natural Substances, Center for Excellence in Molecular Synthesis – name: The Research Center of Chiral Drugs, Innovation Research Institute of Traditional Chinese Medicine (IRI) – name: Department of Chemistry |
| Author_xml | – sequence: 1 givenname: Yun-Xuan orcidid: 0000-0002-5114-0359 surname: Tan fullname: Tan, Yun-Xuan organization: CAS Key Laboratory of Synthetic Chemistry of Natural Substances, Center for Excellence in Molecular Synthesis – sequence: 2 givenname: Fang surname: Zhang fullname: Zhang, Fang organization: The Research Center of Chiral Drugs, Innovation Research Institute of Traditional Chinese Medicine (IRI) – sequence: 3 givenname: Pei-Pei surname: Xie fullname: Xie, Pei-Pei organization: Department of Chemistry – sequence: 4 givenname: Shuo-Qing orcidid: 0000-0002-7617-3042 surname: Zhang fullname: Zhang, Shuo-Qing organization: Department of Chemistry – sequence: 5 givenname: Yi-Fan surname: Wang fullname: Wang, Yi-Fan organization: CAS Key Laboratory of Synthetic Chemistry of Natural Substances, Center for Excellence in Molecular Synthesis – sequence: 6 givenname: Qing-Hua surname: Li fullname: Li, Qing-Hua organization: The Research Center of Chiral Drugs, Innovation Research Institute of Traditional Chinese Medicine (IRI) – sequence: 7 givenname: Ping orcidid: 0000-0002-5612-0664 surname: Tian fullname: Tian, Ping email: tianping@sioc.ac.cn, tianping@shutcm.edu.cn organization: The Research Center of Chiral Drugs, Innovation Research Institute of Traditional Chinese Medicine (IRI) – sequence: 8 givenname: Xin orcidid: 0000-0003-4717-2814 surname: Hong fullname: Hong, Xin email: hxchem@zju.edu.cn organization: Department of Chemistry – sequence: 9 givenname: Guo-Qiang surname: Lin fullname: Lin, Guo-Qiang email: lingq@sioc.ac.cn organization: The Research Center of Chiral Drugs, Innovation Research Institute of Traditional Chinese Medicine (IRI) |
| BackLink | https://www.ncbi.nlm.nih.gov/pubmed/31345038$$D View this record in MEDLINE/PubMed |
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| Cites_doi | 10.1002/anie.201508125 10.1021/acs.joc.8b01431 10.1039/B417333C 10.1021/jo015724n 10.1002/anie.201300137 10.1021/jo0003192 10.1002/anie.201708900 10.1002/anie.201601636 10.1021/jacs.8b04703 10.1002/chem.200500841 10.1038/nchem.1971 10.1002/anie.201501048 10.1002/anie.201506713 10.1021/ja035851w 10.1021/om9807250 10.1002/adsc.200800104 10.1039/a702802d 10.1021/cr300050n 10.1021/ar010040n 10.1021/acscatal.7b04054 10.1021/ic00099a009 10.1039/C7CP02110K 10.1016/j.ica.2008.07.006 10.1039/b915759j 10.1002/chem.201500352 10.1021/jacs.6b01590 10.1039/C2DT31659E 10.1021/jacs.7b13563 10.1021/ja0685598 10.1021/ja990461o 10.1021/jacs.6b04206 10.1002/anie.201806931 10.1021/om960462e 10.1021/jacs.7b05149 10.1016/B978-0-12-812931-9.00001-3 10.1021/jacs.7b01708 10.1002/ejoc.201600697 10.1002/anie.200901900 10.1002/adsc.200505176 10.1021/ja00063a067 10.1038/s41467-017-00068-8 10.1021/ol005810u 10.1002/chem.201602610 10.1021/ja064335d 10.1002/anie.201305181 10.1002/anie.201008032 10.1055/s-0034-1378531 10.1021/ja504048u 10.1021/jacs.6b01445 10.1021/ja404593c 10.1016/j.tetasy.2005.02.016 10.1038/NCHEM.1971 10.1039/c7cp02110k 10.1039/c2dt31659e 10.1039/b417333c |
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| Keywords | RHODIUM-CATALYZED DEUTERIOFORMYLATION ENANTIOSELECTIVE CYCLOISOMERIZATION OXIDATIVE CARBOCYCLIZATION 1,6-ENYNES COMPLEXES SECONDARY CYCLIZATION/HYDROSILYLATION DIBORATION |
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| References | ref2/cit2l ref2/cit2g ref2/cit2f ref2/cit2e ref2/cit2d ref13/cit13a ref16/cit16 ref2/cit2k ref13/cit13b ref2/cit2j ref13/cit13c ref2/cit2i ref13/cit13d ref2/cit2h ref12/cit12b ref12/cit12a ref2/cit2c ref8/cit8 ref2/cit2b ref2/cit2a ref1/cit1a ref1/cit1b ref19/cit19 ref3/cit3b ref11/cit11c ref3/cit3c ref11/cit11b ref11/cit11d ref3/cit3f ref3/cit3g ref3/cit3d ref11/cit11a ref3/cit3e ref3/cit3h ref9/cit9c ref9/cit9b ref9/cit9a ref10/cit10a ref10/cit10b ref5/cit5 ref4/cit4a ref4/cit4b ref4/cit4c ref14/cit14a Bogdanović B. (ref3/cit3a) 1979; 17 ref14/cit14c ref14/cit14b ref15/cit15 ref14/cit14d ref4/cit4d ref4/cit4e ref6/cit6a ref6/cit6b ref7/cit7 Böing, C (WOS:000227566200026) 2005 BAKER, RT (WOS:A1993LC95300067) 1993; 115 Liu, P (WOS:000323241200006) 2013; 135 He, ZT (WOS:000318370200020) 2013; 52 Perch, NS (WOS:000081765000035) 1999; 121 Böing, C (WOS:000255790100020) 2008; 350 Lefebvre, C (WOS:000405424100045) 2017; 19 Gollapelli, KK (WOS:000424735000086) 2018; 8 Kanazawa, Y (WOS:000234236400004) 2006; 12 Clarke, C (WOS:000379455600007) 2016; 138 NGUYEN, P (WOS:A1994PM68500009) 1994; 33 Bogdanovic, B (000481563500044.3) 1979; 17 Smith, JR (WOS:000405642400015) 2017; 139 Lazzaroni, R (WOS:A1996VM85200050) 1996; 15 Masutomi, K (WOS:000336635400026) 2014; 136 Eshon, J (WOS:000444364600054) 2018; 83 Perch, NS (WOS:000087609100035) 2000; 65 He, ZT (WOS:000367723400037) 2015; 54 Su, W (WOS:000363423900019) 2015; 54 Lazzaroni, R (WOS:000263792200037) 2009; 362 Shu, T (WOS:000442863700033) 2018; 57 Widenhoefer, RA (WOS:000178669800010) 2002; 35 Ros, A (WOS:000269089900019) 2009; 48 Böing, C (WOS:000233124500014) 2005; 347 Jiang, T (WOS:000354255400041) 2015; 54 Schmitz, C (WOS:000357984900015) 2015; 21 Persson, AKÅ (WOS:000292641200030) 2011; 50 Park, JW (WOS:000372477700013) 2016; 138 Bonet, A (WOS:000338444600009) 2014; 6 Buñuel, E (WOS:000388493800001) 2016; 2016 Toribatake, K (WOS:000328812600012) 2013; 52 Posevins, D (WOS:000427203600010) 2018; 140 Yu, SJ (WOS:000401781900004) 2017; 139 Pei, T (WOS:000172174800010) 2001; 66 Morisaki, K (WOS:000376331000021) 2016; 138 Pubill-Ulldemolins, C (WOS:000312220700020) 2013; 42 Li, K (WOS:000436211600021) 2018; 140 Suginome, M (WOS:000077337000008) 1998; 17 Onozawa, S (WOS:A1997XJ65500037) 1997 Aïssa, C (WOS:000343291300001) 2014; 25 Feducia, JA (WOS:000241030500048) 2006; 128 Marco-Martínez, J (WOS:000244206400019) 2007; 129 Kumar, R (WOS:000404026900002) 2017; 8 Ramírez, JI (WOS:000228194800002) 2005; 16 Xu, ZY (WOS:000384698500029) 2016; 22 Ito, J (WOS:000463067300002) 2018 Yamamoto, Y (WOS:000307200000012) 2012; 112 Chen, JJ (WOS:000414764600066) 2017; 56 Morgan, JB (WOS:000184243000005) 2003; 125 Naganawa, Y (WOS:000377921400011) 2016; 55 Shiomi, T (WOS:000270542300005) 2009 Pei, T (WOS:000087018200033) 2000; 2 |
| References_xml | – ident: ref11/cit11a doi: 10.1002/anie.201508125 – ident: ref14/cit14d doi: 10.1021/acs.joc.8b01431 – ident: ref3/cit3b doi: 10.1039/B417333C – ident: ref4/cit4d doi: 10.1021/jo015724n – ident: ref2/cit2a doi: 10.1002/anie.201300137 – ident: ref4/cit4c doi: 10.1021/jo0003192 – ident: ref2/cit2d doi: 10.1002/anie.201708900 – ident: ref13/cit13c doi: 10.1002/anie.201601636 – ident: ref3/cit3h doi: 10.1021/jacs.8b04703 – ident: ref13/cit13a doi: 10.1002/chem.200500841 – ident: ref9/cit9c – ident: ref16/cit16 doi: 10.1038/nchem.1971 – ident: ref2/cit2j doi: 10.1002/anie.201501048 – ident: ref12/cit12a doi: 10.1002/anie.201506713 – ident: ref5/cit5 doi: 10.1021/ja035851w – ident: ref2/cit2g doi: 10.1021/om9807250 – ident: ref3/cit3e doi: 10.1002/adsc.200800104 – ident: ref2/cit2f doi: 10.1039/a702802d – ident: ref1/cit1a doi: 10.1021/cr300050n – ident: ref4/cit4e doi: 10.1021/ar010040n – ident: ref2/cit2e doi: 10.1021/acscatal.7b04054 – ident: ref6/cit6a doi: 10.1021/ic00099a009 – ident: ref19/cit19 doi: 10.1039/C7CP02110K – ident: ref14/cit14b doi: 10.1016/j.ica.2008.07.006 – ident: ref10/cit10a doi: 10.1039/b915759j – ident: ref3/cit3f doi: 10.1002/chem.201500352 – ident: ref13/cit13b doi: 10.1021/jacs.6b01590 – ident: ref9/cit9b doi: 10.1039/C2DT31659E – ident: ref2/cit2k doi: 10.1021/jacs.7b13563 – ident: ref2/cit2h doi: 10.1021/ja0685598 – ident: ref4/cit4a doi: 10.1021/ja990461o – ident: ref11/cit11b doi: 10.1021/jacs.6b04206 – ident: ref11/cit11d doi: 10.1002/anie.201806931 – ident: ref14/cit14a doi: 10.1021/om960462e – ident: ref8/cit8 doi: 10.1021/jacs.7b05149 – ident: ref13/cit13d doi: 10.1016/B978-0-12-812931-9.00001-3 – ident: ref2/cit2c doi: 10.1021/jacs.7b01708 – ident: ref2/cit2l doi: 10.1002/ejoc.201600697 – ident: ref14/cit14c doi: 10.1002/anie.200901900 – ident: ref3/cit3c doi: 10.1002/adsc.200505176 – ident: ref9/cit9a doi: 10.1021/ja00063a067 – ident: ref11/cit11c doi: 10.1038/s41467-017-00068-8 – ident: ref4/cit4b doi: 10.1021/ol005810u – ident: ref12/cit12b doi: 10.1002/chem.201602610 – ident: ref3/cit3d doi: 10.1021/ja064335d – ident: ref7/cit7 doi: 10.1002/anie.201305181 – ident: ref2/cit2i doi: 10.1002/anie.201008032 – volume: 17 start-page: 104 year: 1979 ident: ref3/cit3a publication-title: Adv. Organomet. Chem. – ident: ref1/cit1b doi: 10.1055/s-0034-1378531 – ident: ref2/cit2b doi: 10.1021/ja504048u – ident: ref3/cit3g doi: 10.1021/jacs.6b01445 – ident: ref15/cit15 – ident: ref10/cit10b doi: 10.1021/ja404593c – ident: ref6/cit6b doi: 10.1016/j.tetasy.2005.02.016 – volume: 128 start-page: 13290 year: 2006 ident: WOS:000241030500048 article-title: Modular catalysts for diene cycloisomerization:: Rapid and enantioselective variants for bicyclopropane synthesis publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/ja064335d – volume: 129 start-page: 1874 year: 2007 ident: WOS:000244206400019 article-title: Pd-catalyzed borylative cyclization of 1,6-enynes publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/ja0685598 – volume: 55 start-page: 6873 year: 2016 ident: WOS:000377921400011 article-title: Asymmetric Induction at Remote Quaternary Centers of Cyclohexadienones by Rhodium-Catalyzed Conjugate Hydrosilylation publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION doi: 10.1002/anie.201601636 – volume: 138 start-page: 6194 year: 2016 ident: WOS:000376331000021 article-title: Mechanistic Studies and Expansion of the Substrate Scope of Direct Enantioselective Alkynylation of α-Ketiminoesters Catalyzed by Adaptable (Phebox)Rhodium(III) Complexes publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/jacs.6b01590 – volume: 48 start-page: 6289 year: 2009 ident: WOS:000269089900019 article-title: Complete Stereoretention in the Rhodium-Catalyzed 1,2-Addition of Chiral Secondary and Tertiary Alkyl Potassium Trifluoroborate Salts to Aldehydes publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION doi: 10.1002/anie.200901900 – volume: 362 start-page: 1641 year: 2009 ident: WOS:000263792200037 article-title: Rhodium-catalyzed deuterioformylation of the ketal-masked β-isophorone: Evidence for a tertiary alkyl rhodium intermediate as a precursor of the main reaction product acetaldehyde derivative publication-title: INORGANICA CHIMICA ACTA doi: 10.1016/j.ica.2008.07.006 – volume: 140 start-page: 7458 year: 2018 ident: WOS:000436211600021 article-title: Highly Enantioselective Nickel-Catalyzed Intramolecular Hydroalkenylation of N- and O-Tethered 1,6-Dienes To Form Six-Membered Heterocycles publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/jacs.8b04703 – volume: 2016 start-page: 5446 year: 2016 ident: WOS:000388493800001 article-title: Borylative Cyclization Reactions publication-title: EUROPEAN JOURNAL OF ORGANIC CHEMISTRY doi: 10.1002/ejoc.201600697 – volume: 8 start-page: 1440 year: 2018 ident: WOS:000424735000086 article-title: Rhodium-Catalyzed Highly Regio- and Enantioselective Reductive Cyclization of Alkyne-Tethered Cyclohexadienones publication-title: ACS CATALYSIS doi: 10.1021/acscatal.7b04054 – volume: 350 start-page: 1073 year: 2008 ident: WOS:000255790100020 article-title: Stereoselective nickel-catalyzed cycloisomerization of 1,6-dienes publication-title: ADVANCED SYNTHESIS & CATALYSIS doi: 10.1002/adsc.200800104 – volume: 52 start-page: 11011 year: 2013 ident: WOS:000328812600012 article-title: Asymmetric Diboration of Terminal Alkenes with a Rhodium Catalyst and Subsequent Oxidation: Enantioselective Synthesis of Optically Active 1,2-Diols publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION doi: 10.1002/anie.201305181 – volume: 121 start-page: 6960 year: 1999 ident: WOS:000081765000035 article-title: Asymmetric cyclization/hydrosilylation of functionalized 1,6-dienes catalyzed by enantiomerically pure palladium pyridine-oxazoline complexes publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY – volume: 21 start-page: 10696 year: 2015 ident: WOS:000357984900015 article-title: Ni-Catalyzed Asymmetric Cycloisomerization of Dienes by Using TADDOL Phosphoramidites publication-title: CHEMISTRY-A EUROPEAN JOURNAL doi: 10.1002/chem.201500352 – volume: 6 start-page: 584 year: 2014 ident: WOS:000338444600009 article-title: Enantiospecific sp2-sp3 coupling of secondary and tertiary boronic esters publication-title: NATURE CHEMISTRY doi: 10.1038/NCHEM.1971 – volume: 139 start-page: 6526 year: 2017 ident: WOS:000401781900004 article-title: Cobalt-Catalyzed Asymmetric Hydroboration/Cyclization of 1,6-Enynes with Pinacolborane publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/jacs.7b01708 – volume: 25 start-page: 2379 year: 2014 ident: WOS:000343291300001 article-title: Stereoselectivity of Metal-Catalyzed Cyclizations of 1,6-Dienes publication-title: SYNLETT doi: 10.1055/s-0034-1378531 – volume: 54 start-page: 14815 year: 2015 ident: WOS:000367723400037 article-title: Efficient Access to Bicyclo[4.3.0]nonanes: Copper-Catalyzed Asymmetric Silylative Cyclization of Cyclohexadienone-Tethered Allenes publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION doi: 10.1002/anie.201508125 – volume: 138 start-page: 8068 year: 2016 ident: WOS:000379455600007 article-title: Enantioselective Nickel-Catalyzed anti-Carbometallative Cyclizations of Alkynyl Electrophiles Enabled by Reversible Alkenylnickel E/Z Isomerization publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/jacs.6b04206 – volume: 65 start-page: 3836 year: 2000 ident: WOS:000087609100035 article-title: Enantioselective diene cyclization/hydrosilylation catalyzed by optically active palladium bisoxazoline and pyridine-oxazoline complexes publication-title: JOURNAL OF ORGANIC CHEMISTRY – volume: 2 start-page: 1469 year: 2000 ident: WOS:000087018200033 article-title: Use of pentamethyldisiloxane in the palladium-catalyzed cyclization/hydrosilylation of functionalized dienes publication-title: ORGANIC LETTERS – volume: 83 start-page: 10207 year: 2018 ident: WOS:000444364600054 article-title: α-Tetrasubstituted Aldehydes through Electronic and Strain-Controlled Branch-Selective Stereoselective Hydroformylation publication-title: JOURNAL OF ORGANIC CHEMISTRY doi: 10.1021/acs.joc.8b01431 – volume: 54 start-page: 12957 year: 2015 ident: WOS:000363423900019 article-title: Ligand-Controlled Regiodivergent Copper-Catalyzed Alkylboration of Alkenes publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION doi: 10.1002/anie.201506713 – volume: 12 start-page: 63 year: 2006 ident: WOS:000234236400004 article-title: Asymmetric conjugate reduction of α,β-unsaturated ketones and esters with chiral rhodium(2,6-bisoxazolinylphenyl) catalysts publication-title: CHEMISTRY-A EUROPEAN JOURNAL – volume: 17 start-page: 104 year: 1979 ident: 000481563500044.3 article-title: Selectivity control in nickel-catalyzed olefin oligomerization publication-title: Adv. Organomet. Chem – volume: 112 start-page: 4736 year: 2012 ident: WOS:000307200000012 article-title: Transition-Metal-Catalyzed Cycloisomerizations of α,ω-Dienes publication-title: CHEMICAL REVIEWS doi: 10.1021/cr300050n – volume: 22 start-page: 14611 year: 2016 ident: WOS:000384698500029 article-title: Mechanism of Ligand-Controlled Regioselectivity-Switchable Copper-Catalyzed Alkylboration of Alkenes publication-title: CHEMISTRY-A EUROPEAN JOURNAL doi: 10.1002/chem.201602610 – volume: 115 start-page: 4367 year: 1993 ident: WOS:A1993LC95300067 article-title: INSERTION OF ALKENES INTO RH-B BONDS publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY – volume: 19 start-page: 17928 year: 2017 ident: WOS:000405424100045 article-title: Accurately extracting the signature of intermolecular interactions present in the NCI plot of the reduced density gradient versus electron density publication-title: PHYSICAL CHEMISTRY CHEMICAL PHYSICS doi: 10.1039/c7cp02110k – volume: 56 start-page: 14698 year: 2017 ident: WOS:000414764600066 article-title: Enantioselective Synthesis of Tetrahydropyrano[3,4-b]indoles: Palladium(II)-Catalyzed Aminopalladation/1,4-Addition Sequence publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION doi: 10.1002/anie.201708900 – volume: 347 start-page: 1537 year: 2005 ident: WOS:000233124500014 article-title: Cationic nickel complexes with weakly coordinating counterions and their application in the asymmetric cycloisomerisation of 1,6-dienes publication-title: ADVANCED SYNTHESIS & CATALYSIS doi: 10.1002/adsc.200505176 – volume: 139 start-page: 9148 year: 2017 ident: WOS:000405642400015 article-title: Enantioselective Rhodium(III)-Catalyzed Markovnikov Hydroboration of Unactivated Terminal Alkenes publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/jacs.7b05149 – volume: 15 start-page: 4657 year: 1996 ident: WOS:A1996VM85200050 article-title: H-2 NMR investigation of the rhodium-catalyzed deuterioformylation of 1,1-diphenylethene: Evidence for the formation of a tertiary alkyl-metal intermediate publication-title: ORGANOMETALLICS – start-page: 5987 year: 2009 ident: WOS:000270542300005 article-title: Asymmetric β-boration of α,β-unsaturated carbonyl compounds promoted by chiral rhodium-bisoxazolinylphenyl catalysts publication-title: CHEMICAL COMMUNICATIONS doi: 10.1039/b915759j – volume: 35 start-page: 905 year: 2002 ident: WOS:000178669800010 article-title: Synthetic and mechanistic studies of the cycloisomerization and cyclization/hydrosilylation of functionalized dienes catalyzed by cationic palladium(II) complexes publication-title: ACCOUNTS OF CHEMICAL RESEARCH doi: 10.1021/ar010040n – volume: 135 start-page: 11700 year: 2013 ident: WOS:000323241200006 article-title: Cu-Catalyzed Asymmetric Borylative Cyclization of Cyclohexadienone-Containing 1,6-Enynes publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/ja404593c – volume: 17 start-page: 5233 year: 1998 ident: WOS:000077337000008 article-title: Nickel-catalyzed silaborative dimerization of alkynes publication-title: ORGANOMETALLICS – start-page: 1229 year: 1997 ident: WOS:A1997XJ65500037 article-title: Palladium-catalysed borylsilylation of alkynes and borylsilylative carbocyclization of diynes and an enyne compound publication-title: CHEMICAL COMMUNICATIONS – volume: 42 start-page: 746 year: 2013 ident: WOS:000312220700020 article-title: Rhodium-NHC complexes mediate diboration versus dehydrogenative borylation of cyclic olefins: a theoretical explanation publication-title: DALTON TRANSACTIONS doi: 10.1039/c2dt31659e – volume: 16 start-page: 1289 year: 2005 ident: WOS:000228194800002 article-title: Metal promoted asymmetry in the 1,2-diboroethylarene synthesis:: diboration versus dihydroboration publication-title: TETRAHEDRON-ASYMMETRY doi: 10.1016/j.tetasy.2005.02.016 – start-page: 1 year: 2018 ident: WOS:000463067300002 article-title: Chiral Pincer Complexes for Asymmetric Reactions publication-title: PINCER COMPOUNDS: CHEMISTRY AND APPLICATIONS doi: 10.1016/B978-0-12-812931-9.00001-3 – volume: 50 start-page: 6155 year: 2011 ident: WOS:000292641200030 article-title: Palladium-Catalyzed Oxidative Borylative Carbocyclization of Enallenes publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION doi: 10.1002/anie.201008032 – volume: 136 start-page: 7627 year: 2014 ident: WOS:000336635400026 article-title: Enantioselective Cycloisomerization of 1,6-Enynes to Bicyclo[3.1.0]hexanes Catalyzed by Rhodium and Benzoic Acid publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/ja504048u – volume: 140 start-page: 3210 year: 2018 ident: WOS:000427203600010 article-title: Highly Diastereoselective Palladium-Catalyzed Oxidative Carbocyclization of Enallenes Assisted by a Weakly Coordinating Hydroxyl Group publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/jacs.7b13563 – volume: 52 start-page: 5314 year: 2013 ident: WOS:000318370200020 article-title: Rhodium-Catalyzed Asymmetric Arylative Cyclization of meso-1,6-Dienynes Leading to Enantioenriched cis-Hydrobenzofurans publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION doi: 10.1002/anie.201300137 – volume: 66 start-page: 7639 year: 2001 ident: WOS:000172174800010 article-title: Palladium-catalyzed asymmetric diene cyclization/hydrosilylation employing functionalized silanes and disiloxanes publication-title: JOURNAL OF ORGANIC CHEMISTRY doi: 10.1021/jo015724n – volume: 138 start-page: 3310 year: 2016 ident: WOS:000372477700013 article-title: Rhodium-Catalyzed Enantioselective Cycloisomerization to Cyclohexenes Bearing Quaternary Carbon Centers publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/jacs.6b01445 – volume: 8 start-page: ARTN 32 year: 2017 ident: WOS:000404026900002 article-title: Two-step synthesis of chiral fused tricyclic scaffolds from phenols via desymmetrization on nickel publication-title: NATURE COMMUNICATIONS doi: 10.1038/s41467-017-00068-8 – volume: 125 start-page: 8702 year: 2003 ident: WOS:000184243000005 article-title: Rhodium-catalyzed enantioselective diboration of simple alkenes publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/ja035851w – volume: 54 start-page: 6024 year: 2015 ident: WOS:000354255400041 article-title: Palladium(II)/Bronsted Acid-Catalyzed Enantioselective Oxidative Carbocyclization-Borylation of Enallenes publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION doi: 10.1002/anie.201501048 – volume: 33 start-page: 4623 year: 1994 ident: WOS:A1994PM68500009 article-title: OXIDATIVE ADDITION OF B-B BONDS BY RHODIUM(I) PHOSPHINE COMPLEXES - MOLECULAR-STRUCTURES OF B(2)CAT(2) (CAT=1,2-O2C6H4) AND ITS 4-BU(T) AND 3,5-BU(2)(T) ANALOGS publication-title: INORGANIC CHEMISTRY – volume: 57 start-page: 10985 year: 2018 ident: WOS:000442863700033 article-title: Asymmetric Synthesis of Spirocyclic-Lactams through Copper-Catalyzed Kinugasa/Michael Domino Reactions publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION doi: 10.1002/anie.201806931 – start-page: 1456 year: 2005 ident: WOS:000227566200026 article-title: Nickel catalysed asymmetric cycloisomerisation of diethyl diallylmalonate publication-title: CHEMICAL COMMUNICATIONS doi: 10.1039/b417333c |
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| Snippet | Because of the inherent difficulty in differentiating two olefins, the development of metal-catalyzed asymmetric cyclization of 1,6-dienes remains challenging.... |
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| SubjectTerms | catalytic activity Chemistry Chemistry, Multidisciplinary diastereoselectivity enantioselectivity moieties olefin Physical Sciences regioselectivity rhodium Science & Technology |
| Title | Rhodium(III)-Catalyzed Asymmetric Borylative Cyclization of Cyclohexadienone-Containing 1,6-Dienes: An Experimental and DFT Study |
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