Patent ID: 6580003
Filing Date: 2003-06-17
Classification: C07B,C07D

Abstract:
A method of preparing a chiral, non-racemic dicarboxylic acid monoester from a prochiral cyclic anhydride, wherein said prochiral cyclic anhydride comprises at least two chiral centers, and an internal plane of symmetry or point of symmetry or both, comprising the step of:reacting a prochiral cyclic anhydride, wherein said prochiral cyclic anhydride comprises at least two chiral centers, and an internal plane of symmetry or point of symmetry or both, with a primary alcohol in the presence of a chiral, non-racemic tertiary amine catalyst selected from the group consisting of (DHQ)2PHAL, (DHQD)2PHAL, (DHQ)2PYR, (DHQD)2PYR, (DHQ)2AQN, (DHQD)2AQN, DHQ-CLB, DHQD-CLB, DHQ-MEQ, DHQD-MEQ, DHQ-AQN, DHQD-AQN, DHQ-PHN, and DHQD-PHN, thereby producing a chiral, non-racemic dicarboxylic acid monoester.