Tetrahedron letters

Nucleophilic cleavage of lactones and esters with zinc selenolates prepared from diselenides in the presence of Zn/AlCl 3

M Nazari, B Movassagh

Index: Nazari, Mohammad; Movassagh, Barahman Tetrahedron Letters, 2009 , vol. 50, # 4 p. 438 - 441

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Citation Number: 9

Abstract

The utility of zinc selenolates for effecting nucleophilic cleavage of simple lactones and esters has been investigated. When zinc selenolate generated via Zn/AlCl3-promoted cleavage of diselenides was reacted with simple lactones and esters, efficient nucleophilic alkyl–oxygen bond cleavage proceeded generating the corresponding carboxylic acids in moderate to excellent yields.

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