Abstract

Abstract 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 diastereoselectively synthesized. Furthermore, formal synthesis of quinic acid was also achieved.

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