HETEROCYCLES

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.

■ A Regio and Diastereoselective Bromolactamization of δ,γ-Unsaturaterd Thioimidates

Shinzo Kano, Tsutomu Yokomatsu, Haruo Iwasawa, and Shiroshi Shibuya

*School of Pharmacy, Tokyo University of Pharmacy and Life Science, 1432-1 Horinouchi, Hachioji, Tokyo 192-0392, Japan

Abstract

Cyclization of N-substituted E-δ,γ-unsaturated thioimidates (5a-f) with bis(collidine)bromonium perchlorate, followed by treatment with aqueous sodium carbonate afforded the corresponding N-substituted threo-2- (2’-bromoalky1)pyrrolidin-5-ones (10a-f), respectively, with high diastereoselectivity. Cyclization of Z-unsaturated thioimidate (9) gave the erythro isomer (12).