Organocatalytic Conjugate Additions
of Acetylacetone to 3-Ylideneoxindoles: A Direct Access to Highly
Enantioenriched Oxindole Derivatives

Shu-Wen Duan; Hai-Hua Lu; Fu-Gen Zhang; Jun Xuan; Jia-Rong Chen; Wen-Jing Xiao

doi:10.1055/s-0030-1260463

PAPER

Organocatalytic Conjugate Additions of Acetylacetone to 3-Ylideneoxindoles: A Direct Access to Highly Enantioenriched Oxindole Derivatives

Shu-Wen Duan, Hai-Hua Lu, Fu-Gen Zhang, Jun Xuan, Jia-Rong Chen, Wen-Jing Xiao*
Key Laboratory of Pesticide & Chemical Biology, Ministry of Education, College of Chemistry, Central China Normal University, 152 Luoyu Road, Wuhan, Hubei 430079, P. R. of China
Fax: +86(27)67862041; e-Mail: wxiao@mail.ccnu.edu.cn;

Abstract

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Abstract

A highly enantioselective organocatalytic conjugate addition of acetylacetone to 3-ylideneoxindoles is described. This method provides polysubstituted oxindoles in good to excellent enantioselectivities and high isolated yields.

Key words

organocatalysis - bifunctional activation - oxindole - conjugate addition - 3-ylideneoxindole

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Supplementary Material

Supporting Information (PDF)