Issue 32, 2013

Enantioselective conjugate addition of 3-fluoro-oxindoles to vinyl sulfone: an organocatalytic access to chiral 3-fluoro-3-substituted oxindoles

Abstract

An organocatalytic conjugate addition of prochiral 3-fluorinated oxindoles to vinyl sulfones was described for the first time. In the presence of bifunctional tertiary amine–thiourea catalysts, 3-fluoro-3-substituted oxindole adducts were obtained in excellent yields and with high enantiomeric excesses.

Graphical abstract: Enantioselective conjugate addition of 3-fluoro-oxindoles to vinyl sulfone: an organocatalytic access to chiral 3-fluoro-3-substituted oxindoles

Supplementary files

Article information

Article type
Communication
Submitted
19 Jun 2013
Accepted
27 Jun 2013
First published
27 Jun 2013

Org. Biomol. Chem., 2013,11, 5217-5221

Enantioselective conjugate addition of 3-fluoro-oxindoles to vinyl sulfone: an organocatalytic access to chiral 3-fluoro-3-substituted oxindoles

X. Dou and Y. Lu, Org. Biomol. Chem., 2013, 11, 5217 DOI: 10.1039/C3OB41267A

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