A Convenient Synthesis of the (E)-Monoacetates of 2-Alkylidenepropane-1,3-diols

Abstract

Various kinds of 3-substituted (E)-2-(hydroxymethyl)prop-2-enyl acetates were conveniently obtained in excellent yields by the regiospecific acetylation of 2-alkylidenepropane-1,3-diols with 10 equivalents of vinyl acetate in the presence of 50% w/w porcine pancreatic lipase (PPL) type II; the starting materials or (Z)-monoacetate or diacetate byproducts were generally not present.

Key words

(E)-monoacetates - acetylation - diols - regioselectivity - lipase

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