Preparation of chiral, highly functionalized cyclopentanes and its application to the synthesis of prostaglandin E1.
This paper describes the preparation of the polyfunctionalized cyclopentane ((+/-)-5) by silica gel-catalyzed air-oxidation, and its kinetic resolution by means of microbial reduction with Rhodotorula rubra to afford optically pure (-)-5 (greater than 99% ee). Starting with (-)-5, a new route to prostaglandin E1 was established.
Okano
K
K
Suemune
H
H
Sakai
K
K
D000527:Alprostadil / Q000138:chemical synthesis*; D055598:Chemical Phenomena; D002621:Chemistry; D003517:Cyclopentanes / Q000138:chemical synthesis*
D003517:Cyclopentanes; D000527:Alprostadil