Tetrahedron

Syntheses of optically active pheromones with an epoxy ring,(+)-disparlure and both the enantiomers of (3Z, 6Z)-cis-9, 10-epoxy-3, 6-heneicosadiene

K Mori, T Ebata

Index: Mori, Kenji; Ebata, Takashi Tetrahedron, 1986 , vol. 42, # 13 p. 3471 - 3478

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Citation Number: 80

Abstract

(+)-Disparlure 1 and both the enantiomers of (3Z, 6Z)-cis-9, 10-epoxy-3, 6-heneicosadiene 2 were synthesized in optically pure forms employing the Sharpless asymmetric epoxidation as the key-step. The natural pheromone 2 isolated from Estigmene acrea was shown to possess (9S, 10R)-stereochemistry.