Tetrahedron

The use of methyl substituted chiral synthons in the synthesis of pine sawflies pheromones

M Larcheveque, C Sanner, R Azerad, D Buission

Index: Larcheveque, Marc; Sanner, Caroline; Azerad, Robert; Buisson, Didier Tetrahedron, 1988 , vol. 44, # 20 p. 6407 - 6418

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Citation Number: 40

Abstract

The preparation of methyl-substituted synthons of high enantiomerical purities by Claisen transposition, cuprate substitution of secondary optically active alcohols and microbial reduction of β-ketoesters was investigated and applied to the synthesis of (2S, 3S, 7S) and (2S, 3R, 7R)-3, 7-dimethylpentadecan-2-ol, the pheromones of diprionid species of pine sawflies.

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