Asymmetric access to the smallest enolate intermediate via organocatalytic activation of acetic ester

An NHC-catalyzed activation of acetic esters to afford enolate intermediates is disclosed. The catalytically generated triazolium enolate intermediates serve as two-carbon nucleophiles that undergo highly enantioselective reactions with enones and α,β-unsaturated imines to give α-unsubstituted δ-lac...

Full description

Saved in:

Bibliographic Details
Main Authors:	Chen, Shaojin, Hao, Lin, Zhang, Yuexia, Tiwari, Bhoopendra, 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/10356/104214 http://hdl.handle.net/10220/19450
Tags:	Add Tag No Tags, Be the first to tag this record!
Institution:	Nanyang Technological University
Language:	English

id	sg-ntu-dr.10356-104214
record_format	dspace
spelling	sg-ntu-dr.10356-1042142020-03-07T12:34:58Z Asymmetric access to the smallest enolate intermediate via organocatalytic activation of acetic ester Chen, Shaojin Hao, Lin Zhang, Yuexia Tiwari, Bhoopendra Chi, Robin Yonggui School of Physical and Mathematical Sciences DRNTU::Science::Chemistry::Organic chemistry An NHC-catalyzed activation of acetic esters to afford enolate intermediates is disclosed. The catalytically generated triazolium enolate intermediates serve as two-carbon nucleophiles that undergo highly enantioselective reactions with enones and α,β-unsaturated imines to give α-unsubstituted δ-lactones and lactams, respectively. 2014-05-26T02:38:05Z 2019-12-06T21:28:30Z 2014-05-26T02:38:05Z 2019-12-06T21:28:30Z 2013 2013 Journal Article Chen, S., Hao, L., Zhang, Y., Tiwari, B., & Chi, Y. R. (2013). Asymmetric Access to the Smallest Enolate Intermediate via Organocatalytic Activation of Acetic Ester. Organic Letters, 15(22), 5822–5825. 1523-7060 https://hdl.handle.net/10356/104214 http://hdl.handle.net/10220/19450 10.1021/ol402877n 179774 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 Chen, Shaojin Hao, Lin Zhang, Yuexia Tiwari, Bhoopendra Chi, Robin Yonggui Asymmetric access to the smallest enolate intermediate via organocatalytic activation of acetic ester
description	An NHC-catalyzed activation of acetic esters to afford enolate intermediates is disclosed. The catalytically generated triazolium enolate intermediates serve as two-carbon nucleophiles that undergo highly enantioselective reactions with enones and α,β-unsaturated imines to give α-unsubstituted δ-lactones and lactams, respectively.
author2	School of Physical and Mathematical Sciences
author_facet	School of Physical and Mathematical Sciences Chen, Shaojin Hao, Lin Zhang, Yuexia Tiwari, Bhoopendra Chi, Robin Yonggui
format	Article
author	Chen, Shaojin Hao, Lin Zhang, Yuexia Tiwari, Bhoopendra Chi, Robin Yonggui
author_sort	Chen, Shaojin
title	Asymmetric access to the smallest enolate intermediate via organocatalytic activation of acetic ester
title_short	Asymmetric access to the smallest enolate intermediate via organocatalytic activation of acetic ester
title_full	Asymmetric access to the smallest enolate intermediate via organocatalytic activation of acetic ester
title_fullStr	Asymmetric access to the smallest enolate intermediate via organocatalytic activation of acetic ester
title_full_unstemmed	Asymmetric access to the smallest enolate intermediate via organocatalytic activation of acetic ester
title_sort	asymmetric access to the smallest enolate intermediate via organocatalytic activation of acetic ester
publishDate	2014
url	https://hdl.handle.net/10356/104214 http://hdl.handle.net/10220/19450
_version_	1681039656004616192

Asymmetric access to the smallest enolate intermediate via organocatalytic activation of acetic ester

Similar Items