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

Authors
Nakashima, H Sato, M Taniguchi, T Ogasawara, K
Citation
H. Nakashima et al., 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, SYNLETT, (11), 1999, pp. 1754-1756
Citations number
15
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
SYNLETT
ISSN journal
09365214 → ACNP
Issue
11
Year of publication
1999
Pages
1754 - 1756
Database
ISI
SICI code
0936-5214(199911):11<1754:LROCAI>2.0.ZU;2-Y
Abstract
Convenient preparation of both enantiomers of cis-4-cumylaxy-2-cyclopenten- 1-ol from cyclapentadiene employing a lipase-mediated resolution was first established. An efficient enantioconvergent transformation of both enantiom eric products affording (-)-oxabicyclo[3.3.0]oct-6-en-3-one, an important b uilding block of prostaglandin synthesis, was next established.