Tetrahedron letters

A short and convergent enantioselective synthesis of (3S)-2, 3-oxidosqualene

EJ Corey, MC Noe, S Wen-Chung

Index: Corey, E. J.; Noe, Mark C.; Shieh, Wen-Chung Tetrahedron Letters, 1993 , vol. 34, # 38 p. 5995 - 5998

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Citation Number: 69

Abstract

Abstract A very useful synthesis of (3S)-2, 3-oxidosqualene from geraniol, farnesol and E-1- bromo-4-chloro-3-methyl-2-butene is described which makes use of enantioselective and catalytic dihydroxylation of geranyl acetate and two E-stereospecific allylic coupling reactions mediated by E-prenylbarium reagents.