Enantioselective activation of stable carboxylate esters as enolate equivalents via N-heterocyclic carbene catalysts

Lin Hao; Yu Du; Hui Lv; Xingkuan Chen; Huishen Jiang; Yaling Shao; Yonggui Robin Chi

doi:10.1021/ol300676w

Enantioselective activation of stable carboxylate esters as enolate equivalents via N-heterocyclic carbene catalysts

Lin Hao, Yu Du, Hui Lv, Xingkuan Chen, Huishen Jiang, Yaling Shao, Yonggui Robin Chi^*

^*Corresponding author for this work

Nanyang Technological University

Research output: Contribution to journal › Article › peer-review

181 Citations (Scopus)

Abstract

The first N-Heterocyclic Carbene (NHC) mediated activation of stable carboxylate esters to generate enolate intermediates is disclosed. The catalytically generated arylacetic ester enolates undergo enantioselective reactions with α,β-unsaturated imines.

Original language	English
Pages (from-to)	2154-2157
Number of pages	4
Journal	Organic Letters
Volume	14
Issue number	8
DOIs	https://doi.org/10.1021/ol300676w
Publication status	Published - Apr 20 2012
Externally published	Yes

ASJC Scopus Subject Areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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title = "Enantioselective activation of stable carboxylate esters as enolate equivalents via N-heterocyclic carbene catalysts",

abstract = "The first N-Heterocyclic Carbene (NHC) mediated activation of stable carboxylate esters to generate enolate intermediates is disclosed. The catalytically generated arylacetic ester enolates undergo enantioselective reactions with α,β-unsaturated imines.",

author = "Lin Hao and Yu Du and Hui Lv and Xingkuan Chen and Huishen Jiang and Yaling Shao and Chi, {Yonggui Robin}",

year = "2012",

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T1 - Enantioselective activation of stable carboxylate esters as enolate equivalents via N-heterocyclic carbene catalysts

AU - Hao, Lin

AU - Du, Yu

AU - Lv, Hui

AU - Chen, Xingkuan

AU - Jiang, Huishen

AU - Shao, Yaling

AU - Chi, Yonggui Robin

PY - 2012/4/20

Y1 - 2012/4/20

N2 - The first N-Heterocyclic Carbene (NHC) mediated activation of stable carboxylate esters to generate enolate intermediates is disclosed. The catalytically generated arylacetic ester enolates undergo enantioselective reactions with α,β-unsaturated imines.

AB - The first N-Heterocyclic Carbene (NHC) mediated activation of stable carboxylate esters to generate enolate intermediates is disclosed. The catalytically generated arylacetic ester enolates undergo enantioselective reactions with α,β-unsaturated imines.

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U2 - 10.1021/ol300676w

DO - 10.1021/ol300676w

M3 - Article

C2 - 22486921

AN - SCOPUS:84860162011

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JO - Organic Letters

JF - Organic Letters

IS - 8

ER -

Enantioselective activation of stable carboxylate esters as enolate equivalents via N-heterocyclic carbene catalysts

Abstract

ASJC Scopus Subject Areas

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