2012•Chemical CommunicationsOpen access

General switch in regioselectivity in the Mukaiyama aldol reaction of silyloxyfuran with aldehydes in aqueous solvents

M. Woyciechowska, Gwénaël Forcher, Szymon Buda, Jacek Młynarski

Abstract

An unexpected yet disciplined course of catalytic Mukaiyama-aldol reaction instead of the expected vinylogous Mukaiyama-aldol reaction has been observed for the reaction of silyloxyfuran with various aldehydes under Lewis acid catalytic control in water-containing solvents.

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Key concepts: Aldol reaction, Regioselectivity, Lewis acid catalysis, Chemistry, Lewis acids and bases, Catalysis, Organic chemistry, Aqueous solution