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Tin(IV)-catalyzed lactonization of ω-Hydroxy trifluoroethyl esters
Journal article   Peer reviewed

Tin(IV)-catalyzed lactonization of ω-Hydroxy trifluoroethyl esters

James D. White, Neat J. Green and Fraser F. Fleming
Tetrahedron letters, v 34(22), pp 3515-3518
28 May 1993

Abstract

Macrolactonization Tri- n-butylmethoxystannane
Macrolactonization of 1,1,1-trifluoroethyl ester of ω-hydroxycarboxylic acids was effected with tri- n-butylmethoxystannane and other tin(IV) reagents in refluxing octane. 1,1,1-Trifluoroethyl esters of ω-hydroxycarboxylic acids were prepared and their conversion to macrocyclic lactones, including ricinelaidic lactone, was studied in the presence of catalytic quantities of tin(IV) reagents; a mechanism involving exchange of alkoxytrialkyltin species is proposed.

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Web of Science research areas
Chemistry, Organic
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