Enantioselective conjugate addition of N-heterocycles to α,β-unsaturated ketones catalyzed by chiral primary amines

Guangshun Luo; Shilei Zhang; Wenhu Duan; Wei Wang

doi:10.1055/s-0029-1216636

Enantioselective conjugate addition of N-heterocycles to α,β-unsaturated ketones catalyzed by chiral primary amines

Guangshun Luo, Shilei Zhang, Wenhu Duan, Wei Wang

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

54 Scopus citations

Abstract

A new organocatalytic enantioselective conjugate addition reaction of nitrogen-centered heterocycles with α,β-unsaturated ketones has been developed. Promoted by a chiral cinchona alkaloid derived primary amine, the reaction affords the adducts in moderate to high enantioselectivities.

Original language	English (US)
Article number	C00409SS
Pages (from-to)	1564-1572
Number of pages	9
Journal	Synthesis
Issue number	9
DOIs	https://doi.org/10.1055/s-0029-1216636
State	Published - May 2009
Externally published	Yes

Keywords

Catalysis
Conjugate addition
Enones
N-heterocycles
Primary amines

ASJC Scopus subject areas

Catalysis
Organic Chemistry

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title = "Enantioselective conjugate addition of N-heterocycles to α,β-unsaturated ketones catalyzed by chiral primary amines",

abstract = "A new organocatalytic enantioselective conjugate addition reaction of nitrogen-centered heterocycles with α,β-unsaturated ketones has been developed. Promoted by a chiral cinchona alkaloid derived primary amine, the reaction affords the adducts in moderate to high enantioselectivities.",

keywords = "Catalysis, Conjugate addition, Enones, N-heterocycles, Primary amines",

author = "Guangshun Luo and Shilei Zhang and Wenhu Duan and Wei Wang",

year = "2009",

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T1 - Enantioselective conjugate addition of N-heterocycles to α,β-unsaturated ketones catalyzed by chiral primary amines

AU - Luo, Guangshun

AU - Zhang, Shilei

AU - Duan, Wenhu

AU - Wang, Wei

PY - 2009/5

Y1 - 2009/5

N2 - A new organocatalytic enantioselective conjugate addition reaction of nitrogen-centered heterocycles with α,β-unsaturated ketones has been developed. Promoted by a chiral cinchona alkaloid derived primary amine, the reaction affords the adducts in moderate to high enantioselectivities.

AB - A new organocatalytic enantioselective conjugate addition reaction of nitrogen-centered heterocycles with α,β-unsaturated ketones has been developed. Promoted by a chiral cinchona alkaloid derived primary amine, the reaction affords the adducts in moderate to high enantioselectivities.

KW - Catalysis

KW - Conjugate addition

KW - Enones

KW - N-heterocycles

KW - Primary amines

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Enantioselective conjugate addition of N-heterocycles to α,β-unsaturated ketones catalyzed by chiral primary amines

Abstract

Keywords

ASJC Scopus subject areas

Access to Document

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