Chemical Communications

Indium tribromide-promoted arene-terminated epoxy olefin cyclization

JF Zhao, YJ Zhao, TP Loh

Index: Zhao, Jun-Feng; Zhao, Yu-Jun; Loh, Teck-Peng Chemical Communications, 2008 , # 11 p. 1353 - 1355

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Citation Number: 11

Abstract

The biomimetic cyclization of polyalkenes to steroids and their precursors continue to be of both mechanistic and synthetic interest. 1 Sulfonate esters, trisubstituted olefins , allylic alcohols , acetals and epoxides had been used as initiating groups for these cascade cyclizations. 2 Among them, epoxide has been one of the most popular initiators. 2,3-Oxidosqualene had been identified as a genuine intermediate in the conversion of squalene to lanosterol. 3 Mimicking this ...