High regioselectivity and good yields characterize the lipase-catalyzed syntheses of 1–3 as well as other glucal and galactal derivatives. The acyl group transfer used in the synthesis of 1 and 2 is based on the irreversible transesterification with the respective vinyl carboxylates. Compound 3 is formed with an unexpected regiochemistry by lipase-catalyzed ester cleavage of the corresponding triacetate.
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E. Wolfgang Holla (1989) studied this question.
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