Copper-catalyzed enantioselective conjugate addition of grignard reagents to methyl 4,4,4-trifluorocrotonate: Synthesis of enantioenriched trifluoromethylated compounds

Li Ying Zhang; Jia Hui Zhou; Yun He Xu; Teck Peng Loh

doi:10.1002/asia.201403303

Copper-catalyzed enantioselective conjugate addition of grignard reagents to methyl 4,4,4-trifluorocrotonate: Synthesis of enantioenriched trifluoromethylated compounds

Li Ying Zhang, Jia Hui Zhou, Yun He Xu, Teck Peng Loh^*

^*Corresponding author for this work

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

12 Citations (Scopus)

Abstract

Copper-catalyzed enantioselective 1,4-conjugate addition of methyl 4,4,4-trifluorocrotonate with aliphatic Grignard reagents to access an asymmetric tertiary carbon center attached with a trifluoromethyl group was achieved under mild reaction conditions. The desired products could be obtained in reasonable yields and good enantioselectivities.

Original language	English
Pages (from-to)	844-848
Number of pages	5
Journal	Chemistry - An Asian Journal
Volume	10
Issue number	4
DOIs	https://doi.org/10.1002/asia.201403303
Publication status	Published - Apr 2015
Externally published	Yes

Bibliographical note

Publisher Copyright:
© 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

ASJC Scopus Subject Areas

Biochemistry
General Chemistry
Organic Chemistry

Keywords

1,4-conjugate addition
4,4,4-trifluorocrotonate
aliphatic Grignard reagents
copper catalysis

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10.1002/asia.201403303

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abstract = "Copper-catalyzed enantioselective 1,4-conjugate addition of methyl 4,4,4-trifluorocrotonate with aliphatic Grignard reagents to access an asymmetric tertiary carbon center attached with a trifluoromethyl group was achieved under mild reaction conditions. The desired products could be obtained in reasonable yields and good enantioselectivities.",

keywords = "1,4-conjugate addition, 4,4,4-trifluorocrotonate, aliphatic Grignard reagents, copper catalysis",

author = "Zhang, {Li Ying} and Zhou, {Jia Hui} and Xu, {Yun He} and Loh, {Teck Peng}",

note = "Publisher Copyright: {\textcopyright} 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.",

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doi = "10.1002/asia.201403303",

language = "English",

volume = "10",

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T1 - Copper-catalyzed enantioselective conjugate addition of grignard reagents to methyl 4,4,4-trifluorocrotonate

T2 - Synthesis of enantioenriched trifluoromethylated compounds

AU - Zhang, Li Ying

AU - Zhou, Jia Hui

AU - Xu, Yun He

AU - Loh, Teck Peng

PY - 2015/4

Y1 - 2015/4

N2 - Copper-catalyzed enantioselective 1,4-conjugate addition of methyl 4,4,4-trifluorocrotonate with aliphatic Grignard reagents to access an asymmetric tertiary carbon center attached with a trifluoromethyl group was achieved under mild reaction conditions. The desired products could be obtained in reasonable yields and good enantioselectivities.

AB - Copper-catalyzed enantioselective 1,4-conjugate addition of methyl 4,4,4-trifluorocrotonate with aliphatic Grignard reagents to access an asymmetric tertiary carbon center attached with a trifluoromethyl group was achieved under mild reaction conditions. The desired products could be obtained in reasonable yields and good enantioselectivities.

KW - 1,4-conjugate addition

KW - 4,4,4-trifluorocrotonate

KW - aliphatic Grignard reagents

KW - copper catalysis

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JO - Chemistry - An Asian Journal

JF - Chemistry - An Asian Journal

IS - 4

ER -

Copper-catalyzed enantioselective conjugate addition of grignard reagents to methyl 4,4,4-trifluorocrotonate: Synthesis of enantioenriched trifluoromethylated compounds

Abstract

Bibliographical note

ASJC Scopus Subject Areas

Keywords

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