Formal [4 + 1]- and [5 + 1]-annulation by an SN2–conjugate addition sequence : stereoselective synthesis of highly substituted carbocycles

Formal [4 + 1]- and [5 + 1]-annulation by an SN2–conjugate addition sequence : stereoselective synthesis of highly substituted carbocycles

K2CO3-mediated reactions of 6-bromo-2-hexenoates and 7-bromo-2-heptenoate with active methylene compounds deliver highly substituted cyclopentane and cyclohexane derivatives, respectively via a sequence of SN2–conjugate addition reactions (formal [4 + 1]- and [5 + 1]-annulation) in a diastereoselect...

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Main Authors: Heng, Yi Li, Chiba, Shunsuke, Tong, Benny Meng Kiat, Chen, Hui, Chong, Sin Yee
Other Authors: School of Physical and Mathematical Sciences
Format: Article
Language:English
Published: 2013
Online Access:https://hdl.handle.net/10356/96126
http://hdl.handle.net/10220/10606
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Institution: Nanyang Technological University
Language: English
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spelling sg-ntu-dr.10356-961262020-03-07T12:37:06Z Formal [4 + 1]- and [5 + 1]-annulation by an SN2–conjugate addition sequence : stereoselective synthesis of highly substituted carbocycles Heng, Yi Li Chiba, Shunsuke Tong, Benny Meng Kiat Chen, Hui Chong, Sin Yee School of Physical and Mathematical Sciences K2CO3-mediated reactions of 6-bromo-2-hexenoates and 7-bromo-2-heptenoate with active methylene compounds deliver highly substituted cyclopentane and cyclohexane derivatives, respectively via a sequence of SN2–conjugate addition reactions (formal [4 + 1]- and [5 + 1]-annulation) in a diastereoselective manner. 2013-06-25T03:56:28Z 2019-12-06T19:26:08Z 2013-06-25T03:56:28Z 2019-12-06T19:26:08Z 2012 2012 Journal Article Tong, B. M. K., Chen, H., Chong, S. Y., Heng, Y. L., & Chiba, S. (2012). Formal [4 + 1]- and [5 + 1]-Annulation by an SN2–Conjugate Addition Sequence: Stereoselective Synthesis of Highly Substituted Carbocycles. Organic Letters, 14(11), 2826-2829. 1523-7060 https://hdl.handle.net/10356/96126 http://hdl.handle.net/10220/10606 10.1021/ol301044e en Organic letters © 2012 American Chemical Society.
institution Nanyang Technological University
building NTU Library
country Singapore
collection DR-NTU
language English
description K2CO3-mediated reactions of 6-bromo-2-hexenoates and 7-bromo-2-heptenoate with active methylene compounds deliver highly substituted cyclopentane and cyclohexane derivatives, respectively via a sequence of SN2–conjugate addition reactions (formal [4 + 1]- and [5 + 1]-annulation) in a diastereoselective manner.
author2 School of Physical and Mathematical Sciences
author_facet School of Physical and Mathematical Sciences
Heng, Yi Li
Chiba, Shunsuke
Tong, Benny Meng Kiat
Chen, Hui
Chong, Sin Yee
format Article
author Heng, Yi Li
Chiba, Shunsuke
Tong, Benny Meng Kiat
Chen, Hui
Chong, Sin Yee
spellingShingle Heng, Yi Li
Chiba, Shunsuke
Tong, Benny Meng Kiat
Chen, Hui
Chong, Sin Yee
Formal [4 + 1]- and [5 + 1]-annulation by an SN2–conjugate addition sequence : stereoselective synthesis of highly substituted carbocycles
author_sort Heng, Yi Li
title Formal [4 + 1]- and [5 + 1]-annulation by an SN2–conjugate addition sequence : stereoselective synthesis of highly substituted carbocycles
title_short Formal [4 + 1]- and [5 + 1]-annulation by an SN2–conjugate addition sequence : stereoselective synthesis of highly substituted carbocycles
title_full Formal [4 + 1]- and [5 + 1]-annulation by an SN2–conjugate addition sequence : stereoselective synthesis of highly substituted carbocycles
title_fullStr Formal [4 + 1]- and [5 + 1]-annulation by an SN2–conjugate addition sequence : stereoselective synthesis of highly substituted carbocycles
title_full_unstemmed Formal [4 + 1]- and [5 + 1]-annulation by an SN2–conjugate addition sequence : stereoselective synthesis of highly substituted carbocycles
title_sort formal [4 + 1]- and [5 + 1]-annulation by an sn2–conjugate addition sequence : stereoselective synthesis of highly substituted carbocycles
publishDate 2013
url https://hdl.handle.net/10356/96126
http://hdl.handle.net/10220/10606
_version_ 1681045949769580544

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