Highly efficient and modularly tuned bicyclic organocatalyst for the enantioselective michael addition of aldehydes to nitroalkenes

Jian Xiao; Feng Xia Xu; Yun Peng Lu; Yan Ling Liu; Teck Peng Loh

doi:10.1055/s-0030-1260527

Highly efficient and modularly tuned bicyclic organocatalyst for the enantioselective michael addition of aldehydes to nitroalkenes

Jian Xiao, Feng Xia Xu, Yun Peng Lu, Yan Ling Liu, Teck Peng Loh^*

^*Corresponding author for this work

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

7 Citations (Scopus)

Abstract

A new type of bicyclic organocatalyst has been successfully applied to the asymmetric Michael addition of aldehydes to nitrostyrenes in good yields and good enantioselectivities by using a self-assembly strategy. The success of this reaction is attributed to good control of the geometry of the enamine and efficient face shielding.

Original language	English
Article number	C00911SS
Pages (from-to)	1912-1917
Number of pages	6
Journal	Synthesis
Issue number	12
DOIs	https://doi.org/10.1055/s-0030-1260527
Publication status	Published - 2011
Externally published	Yes

ASJC Scopus Subject Areas

Catalysis
Organic Chemistry

Keywords

bicyclic
enamine control
Michael addition
organocatalyst

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10.1055/s-0030-1260527

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title = "Highly efficient and modularly tuned bicyclic organocatalyst for the enantioselective michael addition of aldehydes to nitroalkenes",

abstract = "A new type of bicyclic organocatalyst has been successfully applied to the asymmetric Michael addition of aldehydes to nitrostyrenes in good yields and good enantioselectivities by using a self-assembly strategy. The success of this reaction is attributed to good control of the geometry of the enamine and efficient face shielding.",

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author = "Jian Xiao and Xu, {Feng Xia} and Lu, {Yun Peng} and Liu, {Yan Ling} and Loh, {Teck Peng}",

year = "2011",

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AU - Xiao, Jian

AU - Xu, Feng Xia

AU - Lu, Yun Peng

AU - Liu, Yan Ling

AU - Loh, Teck Peng

PY - 2011

Y1 - 2011

N2 - A new type of bicyclic organocatalyst has been successfully applied to the asymmetric Michael addition of aldehydes to nitrostyrenes in good yields and good enantioselectivities by using a self-assembly strategy. The success of this reaction is attributed to good control of the geometry of the enamine and efficient face shielding.

AB - A new type of bicyclic organocatalyst has been successfully applied to the asymmetric Michael addition of aldehydes to nitrostyrenes in good yields and good enantioselectivities by using a self-assembly strategy. The success of this reaction is attributed to good control of the geometry of the enamine and efficient face shielding.

KW - bicyclic

KW - enamine control

KW - Michael addition

KW - organocatalyst

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U2 - 10.1055/s-0030-1260527

DO - 10.1055/s-0030-1260527

M3 - Article

AN - SCOPUS:79958086117

SN - 0039-7881

SP - 1912

EP - 1917

JO - Synthesis

JF - Synthesis

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M1 - C00911SS

ER -

Highly efficient and modularly tuned bicyclic organocatalyst for the enantioselective michael addition of aldehydes to nitroalkenes

Abstract

ASJC Scopus Subject Areas

Keywords

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