Tetrahedron: Asymmetry

Synthesis of haminol-A and haminol-B, polyenic alarm pheromones of Cephalaspidean molluscs

R Alvarez, AR de Lera

Index: Alvarez, Rosana; De Lera, Angel R. Tetrahedron Asymmetry, 1998 , vol. 9, # 17 p. 3065 - 3072

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Citation Number: 11

Abstract

Two stereocontrolled palladium-catalyzed cross-couplings of 1-alkenyl boronic acids and aryl/alkenyl halides (the Suzuki–Miyaura reaction) are the key steps in an enantioselective approach to the polyene fragment of haminols A and B, alarm pheromones isolated from Haminoea navicula, a Cephalaspidean Opisthobranch mollusc. Chirality rested on the use of (S)-propylene oxide as the starting material.