Arylamine-catalyzed enamine formation: Cooperative catalysis with arylamines and acids

Yongming Deng; Lu Liu; Ryan G. Sarkisian; Kraig Wheeler; Hong Wang; Zhenghu Xu

doi:10.1002/anie.201209268

Arylamine-catalyzed enamine formation: Cooperative catalysis with arylamines and acids

Yongming Deng
, Lu Liu
, Ryan G. Sarkisian
, Kraig Wheeler
, Hong Wang^*
, Zhenghu Xu

^*Corresponding author for this work

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

85 Scopus citations

Abstract

Powerful combination: Arylamines and metal Lewis acids are used as catalysts in the highly chemo- and enantioselective three-component inverse-electron-demand aza-Diels-Alder reaction of cyclic ketones with enones. The enantioselectivity is introduced by a simple chiral anion (see scheme). Arylamines can also serve as effective enamine catalysts in combination with either a metal Lewis acid or a Brønsted acid.

Original language	English
Pages (from-to)	3663-3667
Number of pages	5
Journal	Angewandte Chemie - International Edition
Volume	52
Issue number	13
DOIs	https://doi.org/10.1002/anie.201209268
State	Published - 25 Mar 2013
Externally published	Yes

Keywords

Lewis acids
aza-Diels-Alder reactions
cooperative catalysis
enamines
multicomponent reactions

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10.1002/anie.201209268

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title = "Arylamine-catalyzed enamine formation: Cooperative catalysis with arylamines and acids",

abstract = "Powerful combination: Arylamines and metal Lewis acids are used as catalysts in the highly chemo- and enantioselective three-component inverse-electron-demand aza-Diels-Alder reaction of cyclic ketones with enones. The enantioselectivity is introduced by a simple chiral anion (see scheme). Arylamines can also serve as effective enamine catalysts in combination with either a metal Lewis acid or a Br{\o}nsted acid.",

keywords = "Lewis acids, aza-Diels-Alder reactions, cooperative catalysis, enamines, multicomponent reactions",

author = "Yongming Deng and Lu Liu and Sarkisian, \{Ryan G.\} and Kraig Wheeler and Hong Wang and Zhenghu Xu",

year = "2013",

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T1 - Arylamine-catalyzed enamine formation

T2 - Cooperative catalysis with arylamines and acids

AU - Deng, Yongming

AU - Liu, Lu

AU - Sarkisian, Ryan G.

AU - Wheeler, Kraig

AU - Wang, Hong

AU - Xu, Zhenghu

PY - 2013/3/25

Y1 - 2013/3/25

N2 - Powerful combination: Arylamines and metal Lewis acids are used as catalysts in the highly chemo- and enantioselective three-component inverse-electron-demand aza-Diels-Alder reaction of cyclic ketones with enones. The enantioselectivity is introduced by a simple chiral anion (see scheme). Arylamines can also serve as effective enamine catalysts in combination with either a metal Lewis acid or a Brønsted acid.

AB - Powerful combination: Arylamines and metal Lewis acids are used as catalysts in the highly chemo- and enantioselective three-component inverse-electron-demand aza-Diels-Alder reaction of cyclic ketones with enones. The enantioselectivity is introduced by a simple chiral anion (see scheme). Arylamines can also serve as effective enamine catalysts in combination with either a metal Lewis acid or a Brønsted acid.

KW - Lewis acids

KW - aza-Diels-Alder reactions

KW - cooperative catalysis

KW - enamines

KW - multicomponent reactions

UR - https://www.scopus.com/pages/publications/84875292807

U2 - 10.1002/anie.201209268

DO - 10.1002/anie.201209268

M3 - 文章

AN - SCOPUS:84875292807

SN - 1433-7851

VL - 52

SP - 3663

EP - 3667

JO - Angewandte Chemie - International Edition

JF - Angewandte Chemie - International Edition

IS - 13

ER -

Arylamine-catalyzed enamine formation: Cooperative catalysis with arylamines and acids

Abstract

Keywords

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