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Novel catalytic enantioselective protonation (proton transfer) in Michael addition of benzenethiol to α-acrylacrylates: synthesis of (S)-naproxen and α-arylpropionic acids or esters

Journal of the Chemical Society Chemical CommunicationsPublished 1 January 1991
Ashok Kumar, Ranjan V. Salunkhe, R. A. RANE, S. Y. DIKE
Citations89

Abstract

A novel synthesis of optically active 2-phenylpropionic acids or esters via catalytic enantioselective protonation in the Michael addition of benzenethiol to 2-phenylacrylates is described; the synthetic utility is further demonstrated by the asymmetric synthesis of (S)-Naproxen.

Keywords

Chemistry