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An Approach to Enantioselective 5-endo Halo-Lactonization Reactions

✍ Scribed by Jean Marc Garnier; Sylvie Robin; Gérard Rousseau

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

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✦ Synopsis

Abstract

Enantioselective lactonization of 4‐substituted but‐3‐enoic acids using iodobis(N‐methylephedrine) hexafluoroantimonate in dichloromethane at low temperatures is reported. The presence of bis(N‐methylephedrine)silver(I) hexafluoroantimonate, derived from the excess amounts of N‐methylephedrine and silver hexafluoroantimonate that were necessary for the generation of the iodo complex in the reaction mixture, is crucial for the success of this reaction. The different parameters of these cyclization reactions have been examined. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007)

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