Young-ju Kim, Hidenori Watanabe, Bieong-Kil Kim
Sep 15, 2011
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Journal
Tetrahedron-asymmetry
Abstract
Abstract In order to develop new methyl substituted chiral building blocks which are useful for the synthesis of methyl branched natural products, the enantioselective bioreduction of an exo -methylene to a methyl group was investigated. 4-Acetoxy-2-methylene-1-butanol 3 was prepared from itaconic acid over four steps and converted to the chiral alcohol ( R )-4-acetoxy-2-methyl-1-butanol 4 , by growing cells of Pseudomonas putida . The bioconversion achieved a high enantioselectivity (92% ee) and a high chemical yield (65%) within a relatively short reaction time (18–20 h).