Issue 19, 2015

Asymmetric Michael addition reactions of nitroalkanes to 2-furanones catalyzed by bifunctional thiourea catalysts

Abstract

The first bifunctional thiourea catalyzed asymmetric Michael addition reactions of nitroalkanes to 2-furanones are described. The highly functionalized γ-lactones with two or three consecutive stereogenic carbons were obtained in high yields (up to 99%), high diastereoselectivities (up to >20 : 1 dr) and enantioselectivities (up to >99% ee).

Graphical abstract: Asymmetric Michael addition reactions of nitroalkanes to 2-furanones catalyzed by bifunctional thiourea catalysts

Supplementary files

Article information

Article type
Communication
Submitted
08 Apr 2015
Accepted
09 Apr 2015
First published
13 Apr 2015

Org. Biomol. Chem., 2015,13, 5363-5366

Author version available

Asymmetric Michael addition reactions of nitroalkanes to 2-furanones catalyzed by bifunctional thiourea catalysts

Z. Bai, L. Ji, Z. Ge, X. Wang and R. Li, Org. Biomol. Chem., 2015, 13, 5363 DOI: 10.1039/C5OB00708A

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