Issue 1, 2014

Asymmetric chroman synthesis via an intramolecular oxy-Michael addition by bifunctional organocatalysts

Abstract

Cinchona-alkaloid-urea-based bifunctional organocatalysts facilitate the catalytic asymmetric synthesis of chroman derivatives via an intramolecular oxy-Michael addition reaction. Phenol derivatives bearing an easily available (E)-α,β-unsaturated ketone or a thioester moiety are useful substrates for the title transformation. This method represents a facile synthesis of various optically active 2-substituted chromans in high yield.

Graphical abstract: Asymmetric chroman synthesis via an intramolecular oxy-Michael addition by bifunctional organocatalysts

Supplementary files

Article information

Article type
Paper
Submitted
24 Sep 2013
Accepted
29 Oct 2013
First published
29 Oct 2013

Org. Biomol. Chem., 2014,12, 119-122

Asymmetric chroman synthesis via an intramolecular oxy-Michael addition by bifunctional organocatalysts

R. Miyaji, K. Asano and S. Matsubara, Org. Biomol. Chem., 2014, 12, 119 DOI: 10.1039/C3OB41938J

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