Organocatalytic enantioselective Michael addition of thioacetic acid to enones

Hao Li; Liansuo Zu; Jian Wang; Wei Wang

doi:10.1016/j.tetlet.2006.02.140

Organocatalytic enantioselective Michael addition of thioacetic acid to enones

Hao Li, Liansuo Zu, Jian Wang, Wei Wang

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

70 Scopus citations

Abstract

An enantioselective, organocatalytic Michael addition reaction of thioacetic acid with enones has been developed. The process, catalyzed by a chiral bifunctional amine thiourea, furnishes products in excellent yields with up to 63% ee.

Original language	English (US)
Pages (from-to)	3145-3148
Number of pages	4
Journal	Tetrahedron Letters
Volume	47
Issue number	18
DOIs	https://doi.org/10.1016/j.tetlet.2006.02.140
State	Published - May 1 2006
Externally published	Yes

Keywords

Amine thiourea
Asymmetric organocatalysis
Enones
Michael addition reaction
Thioacetic acid

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/j.tetlet.2006.02.140

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title = "Organocatalytic enantioselective Michael addition of thioacetic acid to enones",

abstract = "An enantioselective, organocatalytic Michael addition reaction of thioacetic acid with enones has been developed. The process, catalyzed by a chiral bifunctional amine thiourea, furnishes products in excellent yields with up to 63% ee.",

keywords = "Amine thiourea, Asymmetric organocatalysis, Enones, Michael addition reaction, Thioacetic acid",

author = "Hao Li and Liansuo Zu and Jian Wang and Wei Wang",

note = "Funding Information: The financial support by the Department of Chemistry and the Research Allocation Committee, University of New Mexico, is gratefully acknowledged. The Bruker X8 X-ray diffractometer was purchased via an NSF CRIF:MU award to the University of New Mexico, CHE-0443580. The expert X-ray crystallographic measurements made by Dr. Eileen N. Duesler are greatly appreciated. ",

year = "2006",

month = may,

day = "1",

doi = "10.1016/j.tetlet.2006.02.140",

language = "English (US)",

volume = "47",

pages = "3145--3148",

journal = "Tetrahedron Letters",

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publisher = "Elsevier Ltd",

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TY - JOUR

T1 - Organocatalytic enantioselective Michael addition of thioacetic acid to enones

AU - Li, Hao

AU - Zu, Liansuo

AU - Wang, Jian

AU - Wang, Wei

N1 - Funding Information: The financial support by the Department of Chemistry and the Research Allocation Committee, University of New Mexico, is gratefully acknowledged. The Bruker X8 X-ray diffractometer was purchased via an NSF CRIF:MU award to the University of New Mexico, CHE-0443580. The expert X-ray crystallographic measurements made by Dr. Eileen N. Duesler are greatly appreciated.

PY - 2006/5/1

Y1 - 2006/5/1

N2 - An enantioselective, organocatalytic Michael addition reaction of thioacetic acid with enones has been developed. The process, catalyzed by a chiral bifunctional amine thiourea, furnishes products in excellent yields with up to 63% ee.

AB - An enantioselective, organocatalytic Michael addition reaction of thioacetic acid with enones has been developed. The process, catalyzed by a chiral bifunctional amine thiourea, furnishes products in excellent yields with up to 63% ee.

KW - Amine thiourea

KW - Asymmetric organocatalysis

KW - Enones

KW - Michael addition reaction

KW - Thioacetic acid

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DO - 10.1016/j.tetlet.2006.02.140

M3 - Article

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SN - 0040-4039

VL - 47

SP - 3145

EP - 3148

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 18

ER -

Organocatalytic enantioselective Michael addition of thioacetic acid to enones

Abstract

Keywords

ASJC Scopus subject areas

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