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Synlett 1999; 1999(11): 1754-1756
DOI: 10.1055/s-1999-2956
DOI: 10.1055/s-1999-2956
letter
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Lipase-mediated Resolution of cis-4-Cumyloxy-2-cyclopenten-1-ol and its Utilization for Enantioconvergent Preparation of (-)-Oxabicyclo[3.3.0]-oct-6-en-3-one
Further Information
Publication History
Publication Date:
31 December 1999 (online)
![](https://www.thieme-connect.de/media/synlett/199911/lookinside/thumbnails/10.1055-s-1999-2956-1.jpg)
Convenient preparation of both enantiomers of cis-4-cumyloxy-2-cyclopenten-1-ol from cyclopentadiene employing a lipase-mediated resolution was first established. An efficient enantioconvergent transformation of both enantiomeric products affording (-)-oxabicyclo[3.3.0]oct-6-en-3-one, an important building block of prostaglandin synthesis, was next established.
chiral building block - prostaglandin building block - kinetic resolution - lipase-mediated kinetic transesterification - enantioconvergent synthesis