Highly regio- and enantio-selective deacylation of carbocyclic 3′,5′-di-O-acyloxetanocins by lipases

Abstract

Abstract Carbocyclic (−)-3′,5′-di-O-acyloxetanocin A and T were hydrolysed by lipase MY to give the corresponding carbocyclic (−)-3′-O-acyloxetanocins with high regioselectivity. Carbocyclic (±)-3′,5′-di-O-acetyloxetanocin A was deacetylated by lipase MY to form the corresponding (±)-3′-O-acetyloxetanocin A with high regioselectivity but with low enantioselectivity whereas the compound when treated with lipase type XIII gave carbocyclic (−)-5′-O-acetyloxetanocin A with high regio- and enantio-selectivity.