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.

Paper | Regular issue | Vol 60, No. 12, 2003, pp.2737-2742
Published online, 14th October, 2003
DOI: 10.3987/COM-03-9904
■ Preparation of 2’-3’-Epimino-carbocyclic Nucleosides Based on 2-Azabicyclo[2.2.1]hept-5-en-3-one

Minoru Ishikura,* Kota Matsumoto, Miyako Hasunuma, and Nobuya Katagiri

*Faculty of Pharmaceutical Sciences, Health Sciences University of Hokkaido, Ishikari-Tobetsu, Hokkaido 061-0293, Japan

Abstract

The thermal reaction of N-substituted 2-azabicyclo[2.2.1]hept-5-en-3-one (ABH) (1) with tosyl azide, which allowed the stereoselective introduction of an aziridine moiety into ABH (1), led to the facile construction of 6-azabicyclo[3.1.0]hexane (3). Successful conversion of 3 to the hitherto unknown 2’,3’-epimino-carbocyclic nucleosides (8) could be attained through a series of steps.