Organocatalytic enantioselective γ-aminoalkylation of unsaturated ester : access to pipecolic acid derivatives

The direct γ-carbon functionalization of α,β-unsaturated esters via N-Heterocyclic Carbene (NHC) catalysis is disclosed. This catalytically generated nucleophilic γ-carbon undergoes highly enantioselective additions to hydrazones. The resulting δ-lactam products can be readily transformed to optical...

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Main Authors:	Xu, Jianfeng, Jin, Zhichao, Chi, Robin Yonggui
Other Authors:	School of Physical and Mathematical Sciences
Format:	Article
Language:	English
Published:	2014
Subjects:	DRNTU::Science::Chemistry::Organic chemistry
Online Access:	https://hdl.handle.net/10356/104212 http://hdl.handle.net/10220/19439
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Institution:	Nanyang Technological University
Language:	English

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spelling	sg-ntu-dr.10356-1042122020-03-07T12:34:58Z Organocatalytic enantioselective γ-aminoalkylation of unsaturated ester : access to pipecolic acid derivatives Xu, Jianfeng Jin, Zhichao Chi, Robin Yonggui School of Physical and Mathematical Sciences DRNTU::Science::Chemistry::Organic chemistry The direct γ-carbon functionalization of α,β-unsaturated esters via N-Heterocyclic Carbene (NHC) catalysis is disclosed. This catalytically generated nucleophilic γ-carbon undergoes highly enantioselective additions to hydrazones. The resulting δ-lactam products can be readily transformed to optically enriched pipecolic acid derivatives. 2014-05-26T01:38:33Z 2019-12-06T21:28:30Z 2014-05-26T01:38:33Z 2019-12-06T21:28:30Z 2013 2013 Journal Article Xu, J., Jin, Z., & Chi, Y. R. (2013). Organocatalytic Enantioselective γ-Aminoalkylation of Unsaturated Ester: Access to Pipecolic Acid Derivatives. Organic Letters, 15(19), 5028–5031. 1523-7060 https://hdl.handle.net/10356/104212 http://hdl.handle.net/10220/19439 10.1021/ol402358k 179769 en Organic letters © 2013 American Chemical Society.
institution	Nanyang Technological University
building	NTU Library
country	Singapore
collection	DR-NTU
language	English
topic	DRNTU::Science::Chemistry::Organic chemistry
spellingShingle	DRNTU::Science::Chemistry::Organic chemistry Xu, Jianfeng Jin, Zhichao Chi, Robin Yonggui Organocatalytic enantioselective γ-aminoalkylation of unsaturated ester : access to pipecolic acid derivatives
description	The direct γ-carbon functionalization of α,β-unsaturated esters via N-Heterocyclic Carbene (NHC) catalysis is disclosed. This catalytically generated nucleophilic γ-carbon undergoes highly enantioselective additions to hydrazones. The resulting δ-lactam products can be readily transformed to optically enriched pipecolic acid derivatives.
author2	School of Physical and Mathematical Sciences
author_facet	School of Physical and Mathematical Sciences Xu, Jianfeng Jin, Zhichao Chi, Robin Yonggui
format	Article
author	Xu, Jianfeng Jin, Zhichao Chi, Robin Yonggui
author_sort	Xu, Jianfeng
title	Organocatalytic enantioselective γ-aminoalkylation of unsaturated ester : access to pipecolic acid derivatives
title_short	Organocatalytic enantioselective γ-aminoalkylation of unsaturated ester : access to pipecolic acid derivatives
title_full	Organocatalytic enantioselective γ-aminoalkylation of unsaturated ester : access to pipecolic acid derivatives
title_fullStr	Organocatalytic enantioselective γ-aminoalkylation of unsaturated ester : access to pipecolic acid derivatives
title_full_unstemmed	Organocatalytic enantioselective γ-aminoalkylation of unsaturated ester : access to pipecolic acid derivatives
title_sort	organocatalytic enantioselective γ-aminoalkylation of unsaturated ester : access to pipecolic acid derivatives
publishDate	2014
url	https://hdl.handle.net/10356/104212 http://hdl.handle.net/10220/19439
_version_	1681034575713665024

Organocatalytic enantioselective γ-aminoalkylation of unsaturated ester : access to pipecolic acid derivatives

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