Enzymatic desymmetrization of cis-1,3-cyclohexanedicarboxylic acid diesters
1999; Elsevier BV; Volume: 10; Issue: 5 Linguagem: Inglês
10.1016/s0957-4166(99)00060-9
ISSN1362-511X
Autores Tópico(s)Carbohydrate Chemistry and Synthesis
Resumocis-1,3-Cyclohexanedicarboxylic acid (1,3-CHDA) monoesters were prepared in high overall yield and high enantiomeric purity using a three step process from cis/trans-1,3-CHDA. The asymmetry is induced by an enzymatic hydrolytic desymmetrization of a meso cis-1,3-CHDA diester. A judicious choice of ester substituents and enzyme can provide >80% overall yield of either enantiomer in >94% ee.
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