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Synthesis of Four-Membered Ring Spiro-β-lactams by Epoxide Ring-Opening

✍ Scribed by Fides Benfatti; Giuliana Cardillo; Luca Gentilucci; Alessandra Tolomelli

Publisher
John Wiley and Sons
Year
2007
Tongue
English
Weight
171 KB
Volume
2007
Category
Article
ISSN
1434-193X

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✦ Synopsis

Abstract

A variety of hydroxy epoxides have been obtained from well defined hydroxy‐alkenyl derivatives. Their subsequent intramolecular ring‐opening allowed unprecedented classes of spiro‐lactams to be obtained. The effect of the epoxide stereochemistry and of the reaction temperature on the regioselective formation of five‐ or four‐membered ring spiro derivatives was explored. This transformation is part of a program directed towards the synthesis of polyfunctionalized β‐lactams as cholesterol absorption inhibitors (CAIs). (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007)

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