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A Stereoselective Formal Synthesis of (−)-Fumagillol

✍ Scribed by Olivier Bedel; Arnaud Haudrechy; Yves Langlois


Publisher
John Wiley and Sons
Year
2004
Tongue
English
Weight
161 KB
Volume
2004
Category
Article
ISSN
1434-193X

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✦ Synopsis


Abstract

A novel formal synthesis of fumagillol, a direct precursor of the antiangiogenic sesquiterpene fumagillin, is described. The main features of the synthesis are a stereoselective Claisen−Ireland rearrangement, a ring‐closing metathesis, a chemo‐ and stereoselective dihydroxylation, and a Julia−Kocienski olefination. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004)


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