Enantioselective oxidative cross-dehydrogenative coupling of tertiary amines to aldehydes

Junmin Zhang; Bhoopendra Tiwari; Chong Xing; Xingkuan Chen; Yonggui Robin Chi

doi:10.1002/anie.201109054

Enantioselective oxidative cross-dehydrogenative coupling of tertiary amines to aldehydes

Junmin Zhang, Bhoopendra Tiwari, Chong Xing, Xingkuan Chen, Yonggui Robin Chi^*

^*Corresponding author for this work

Nanyang Technological University

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

153 Citations (Scopus)

Abstract

Cooperative catalysts: An enantioselective and direct oxidative coupling of aldehydes to tertiary amines to give β-amino alcohols is described. Catalyzed by copper(II), the reaction proceeds to give a racemic mixture of products; however, by using a combination of copper(II) and a chiral amine catalyst, the reaction gives the desired products with high enantioselectivity (see scheme).

Original language	English
Pages (from-to)	3649-3652
Number of pages	4
Journal	Angewandte Chemie - International Edition
Volume	51
Issue number	15
DOIs	https://doi.org/10.1002/anie.201109054
Publication status	Published - Apr 10 2012
Externally published	Yes

ASJC Scopus Subject Areas

Catalysis
General Chemistry

Keywords

aldehydes
amines
copper
enantioselectivity
organocatalysis

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10.1002/anie.201109054

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abstract = "Cooperative catalysts: An enantioselective and direct oxidative coupling of aldehydes to tertiary amines to give β-amino alcohols is described. Catalyzed by copper(II), the reaction proceeds to give a racemic mixture of products; however, by using a combination of copper(II) and a chiral amine catalyst, the reaction gives the desired products with high enantioselectivity (see scheme).",

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AU - Zhang, Junmin

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AU - Xing, Chong

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AU - Chi, Yonggui Robin

PY - 2012/4/10

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N2 - Cooperative catalysts: An enantioselective and direct oxidative coupling of aldehydes to tertiary amines to give β-amino alcohols is described. Catalyzed by copper(II), the reaction proceeds to give a racemic mixture of products; however, by using a combination of copper(II) and a chiral amine catalyst, the reaction gives the desired products with high enantioselectivity (see scheme).

AB - Cooperative catalysts: An enantioselective and direct oxidative coupling of aldehydes to tertiary amines to give β-amino alcohols is described. Catalyzed by copper(II), the reaction proceeds to give a racemic mixture of products; however, by using a combination of copper(II) and a chiral amine catalyst, the reaction gives the desired products with high enantioselectivity (see scheme).

KW - aldehydes

KW - amines

KW - copper

KW - enantioselectivity

KW - organocatalysis

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Enantioselective oxidative cross-dehydrogenative coupling of tertiary amines to aldehydes

Abstract

ASJC Scopus Subject Areas

Keywords

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