Issue 26, 2013

Asymmetric Morita–Baylis–Hillman reaction of isatins with α,β-unsaturated γ-butyrolactam as the nucleophile

Abstract

α,β-Unsaturated γ-butyrolactam was reported as the nucleophile for the asymmetric Morita–Baylis–Hillman reaction for the first time. This enantioselective MBH reaction, promoted by chiral bisthiourea with isatins as the electrophile, was carried out under mild conditions, resulting in 3-hydroxyl-2-oxindole derivatives in good to excellent yields and up to 78% ee.

Graphical abstract: Asymmetric Morita–Baylis–Hillman reaction of isatins with α,β-unsaturated γ-butyrolactam as the nucleophile

Supplementary files

Article information

Article type
Communication
Submitted
07 Mar 2013
Accepted
07 May 2013
First published
07 May 2013

RSC Adv., 2013,3, 10127-10130

Asymmetric Morita–Baylis–Hillman reaction of isatins with α,β-unsaturated γ-butyrolactam as the nucleophile

Z. Duan, Z. Zhang, P. Qian, J. Han and Y. Pan, RSC Adv., 2013, 3, 10127 DOI: 10.1039/C3RA41115J

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