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

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...

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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
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Institution: Nanyang Technological University
Language: English
Description
Summary: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.

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