Online article for Non-subscribers

Pay per view

Heterocycles has a pay-per-view service for Non-subscribers.
You will be able to directly purchase the full text article through PayPal.
Your purchased Paper can be downloaded after the payment is completed.
An e-mail will be sent the URL to download the paper.
If you have any questions, please contact: purchase@heterocycles.com

Price: ¥ 4,400 (Yen only)
Period: This Article can be accessed for 7 days.

Communication | Regular issue | Vol 31, No. 7, 1990, pp.1237-1240
Published online, 1st January, 1970
DOI: 10.3987/COM-90-5439
A Novel Appraoch to Chiral Cyclobutanes — An Enantioselective Total Synthesis of (+)-(S,Z)-5-(1-Decenyl)dihydro-2(3H)-furanone and (-)-(R,Z)-5-(1-Decenyl)dihydro-2(3H)-furanone

Hideo Nemoto, Hiroki Ishibashi, Masahiko Mori, Shigekazu Fujita, and Keiichiro Fukumoto*

*Pharmaceutical Institute, Tohoku University, Aobayama, Sendai 980-8578, Japan

Abstract

An enantioselective synthesis of (+)-(S,Z)-5-(1-decenyl)dihydro-2(3H)-furanone (25) and (-)-(R,Z)-5-(1-decenyl)dihydro-2(3H)-furanone (26) was achieved starting with either (10) or (11) prepared by reduction of the chiral cyclobutanone (8) which was derived stereospecifically from the cyclopropyl carbinol (6) by ring expansion reaction.