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 | Special issue | Vol 61, No. 1, 2003, pp.113-123
Published online, 13th May, 2003
DOI: 10.3987/COM-03-S3
Synthesis and Bridgehead Reactions of 9-Substituted 5,6,7,8,9,10-Hexahydro-5,9-Methanopyrimido[4,5-b]azocin-4(3H)-ones

Edward C. Taylor* and Beena Bhatia

*Department of Chemistry, Princeton University, Princeton, New Jersey 08544, U.S.A.

Abstract

The condensation of a variety of 6-amino-4(3H)-pyrimidinones with 2-cyclohexen-1-one in water, and replacement of the bridgehead 9-hydroxy group in the resulting Michael/cyclization adducts with carbon nucleophiles, are described. These reactions have been exploited for the preparation of a novel bridged tricyclic analog of 5,10-dideaza-5,6,7,8-tetrahydrofolic acid (DDATHF).