Enantioselective Michael addition of dicyanoolefins to α,β- unsaturated aldehydes in aqueous medium

Jun Lu; Feng Liu; Teck Peng Loh

doi:10.1002/adsc.200800145

Enantioselective Michael addition of dicyanoolefins to α,β- unsaturated aldehydes in aqueous medium

Jun Lu, Feng Liu, Teck Peng Loh^*

^*Corresponding author for this work

Nanyang Technological University

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

54 Citations (Scopus)

Abstract

A pool of water-compatible catalysts, namely dialkyl-(S)-prolinols, has been developed for the enantioselective direct vinylogous Michael addition reaction of vinylmalononitriles to α,β-unsaturated aldehydes in aqueous medium. In many cases, the products can be obtained in almost optically pure form (>96% ee) after a single recrystallization.

Original language	English
Pages (from-to)	1781-1784
Number of pages	4
Journal	Advanced Synthesis and Catalysis
Volume	350
Issue number	11-12
DOIs	https://doi.org/10.1002/adsc.200800145
Publication status	Published - Aug 4 2008
Externally published	Yes

ASJC Scopus Subject Areas

Catalysis
Organic Chemistry

Keywords

Dicyanoolefins
Enantioselective Michael addition
Organocatalysts
Unsaturated aldehydes
Water

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10.1002/adsc.200800145

Cite this

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title = "Enantioselective Michael addition of dicyanoolefins to α,β- unsaturated aldehydes in aqueous medium",

abstract = "A pool of water-compatible catalysts, namely dialkyl-(S)-prolinols, has been developed for the enantioselective direct vinylogous Michael addition reaction of vinylmalononitriles to α,β-unsaturated aldehydes in aqueous medium. In many cases, the products can be obtained in almost optically pure form (>96% ee) after a single recrystallization.",

keywords = "Dicyanoolefins, Enantioselective Michael addition, Organocatalysts, Unsaturated aldehydes, Water",

author = "Jun Lu and Feng Liu and Loh, {Teck Peng}",

year = "2008",

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doi = "10.1002/adsc.200800145",

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volume = "350",

pages = "1781--1784",

journal = "Advanced Synthesis and Catalysis",

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AU - Lu, Jun

AU - Liu, Feng

AU - Loh, Teck Peng

PY - 2008/8/4

Y1 - 2008/8/4

N2 - A pool of water-compatible catalysts, namely dialkyl-(S)-prolinols, has been developed for the enantioselective direct vinylogous Michael addition reaction of vinylmalononitriles to α,β-unsaturated aldehydes in aqueous medium. In many cases, the products can be obtained in almost optically pure form (>96% ee) after a single recrystallization.

AB - A pool of water-compatible catalysts, namely dialkyl-(S)-prolinols, has been developed for the enantioselective direct vinylogous Michael addition reaction of vinylmalononitriles to α,β-unsaturated aldehydes in aqueous medium. In many cases, the products can be obtained in almost optically pure form (>96% ee) after a single recrystallization.

KW - Dicyanoolefins

KW - Enantioselective Michael addition

KW - Organocatalysts

KW - Unsaturated aldehydes

KW - Water

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JO - Advanced Synthesis and Catalysis

JF - Advanced Synthesis and Catalysis

IS - 11-12

ER -

Enantioselective Michael addition of dicyanoolefins to α,β- unsaturated aldehydes in aqueous medium

Abstract

ASJC Scopus Subject Areas

Keywords

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