Enantioselective synthesis of (1S,3S,5R)-1-acetoxy-5-benzyl-oxycyclohexan-3-ol and its application to the synthesis of compactin lactone moiety and quinic acid

Article abstract of DOI:10.1016/S0957-4166(00)80209-8

Porcine liver esterase (PLE)-catalyzed asymmetric hydrolysis of meso-1,3-cis,3,5-cis-1,3-diacetoxy-5-benzyloxycyclohexane 1 afforded (1S,3S,5R)-2 of 87% e.e. Starting from this compound, compactin lactone moiety 17A and its C-6 diastereomer 17B were diast