The organocatalytic enantioselective michael addition of aldehydes to vinyl sulfones in water

Jian Xiao; Yan Ling Liu; Teck Peng Loh

doi:10.1055/s-0030-1258483

The organocatalytic enantioselective michael addition of aldehydes to vinyl sulfones in water

Jian Xiao^*, Yan Ling Liu, Teck Peng Loh

^*Corresponding author for this work

Nanyang Technological University

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

17 Citations (Scopus)

Abstract

The first organocatalytic enantioselective Michael addition of aldehydes to vinyl sulfones in water was achieved using our rationally designed organocatalyst. The rigid nature of the tricycle with an inherent chiral pocket provides a well-organized chiral environment, which together with the hydrophobic pocket, enabled this elusive reaction to proceed smoothly in water.

Original language	English
Pages (from-to)	2029-2032
Number of pages	4
Journal	Synlett
Issue number	13
DOIs	https://doi.org/10.1055/s-0030-1258483
Publication status	Published - 2010
Externally published	Yes

ASJC Scopus Subject Areas

Organic Chemistry

Keywords

Aqueous reaction
Michael addition
Organocatalytic
Vinyl sulfone

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10.1055/s-0030-1258483

Cite this

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abstract = "The first organocatalytic enantioselective Michael addition of aldehydes to vinyl sulfones in water was achieved using our rationally designed organocatalyst. The rigid nature of the tricycle with an inherent chiral pocket provides a well-organized chiral environment, which together with the hydrophobic pocket, enabled this elusive reaction to proceed smoothly in water.",

keywords = "Aqueous reaction, Michael addition, Organocatalytic, Vinyl sulfone",

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AU - Xiao, Jian

AU - Liu, Yan Ling

AU - Loh, Teck Peng

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N2 - The first organocatalytic enantioselective Michael addition of aldehydes to vinyl sulfones in water was achieved using our rationally designed organocatalyst. The rigid nature of the tricycle with an inherent chiral pocket provides a well-organized chiral environment, which together with the hydrophobic pocket, enabled this elusive reaction to proceed smoothly in water.

AB - The first organocatalytic enantioselective Michael addition of aldehydes to vinyl sulfones in water was achieved using our rationally designed organocatalyst. The rigid nature of the tricycle with an inherent chiral pocket provides a well-organized chiral environment, which together with the hydrophobic pocket, enabled this elusive reaction to proceed smoothly in water.

KW - Aqueous reaction

KW - Michael addition

KW - Organocatalytic

KW - Vinyl sulfone

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The organocatalytic enantioselective michael addition of aldehydes to vinyl sulfones in water

Abstract

ASJC Scopus Subject Areas

Keywords

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