ChemInform Abstract: Biocatalytic Preparation of Bicyclo(3.2.0)heptane Derivatives.

Abstract

ChemInform Abstract Optically active bicyclo(3.2.0)heptenols such as (II) or (IV), which are central building blocks for the synthesis of chiral cyclobutane and -pentane systems, are prepared with up to >99% e.e. by lipase catalyzed resolution of their butyrates (I) or (III).ubstituents at C-7, vicinal to the reaction site, reduce both enantioselectivity and reaction rate, whereas variation of the acid moiety shows smaller influence. Among the lipases tested, those from Pseudomonas sp. (P, AK, SAM II) give the best results. In the case of ±)-(III), both antipodes of the alcohol (IV) can be obtained by variation of the lipase used.