Tetrahedron

Kinetic resolution of epoxides by chiral organoaluminum catalyst short synthesis of (-)-C 16 juvenile hormone

Y Naruse, T Esaki, H Yamamoto

Index: Naruse, Yuji; Esaki, Toru; Yamamoto,Hisashi Tetrahedron, 1988 , vol. 44, # 15 p. 4747 - 4756

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Citation Number: 58

Abstract

The use of chiral organoaluminum reagent as a catalyst to resolve simple ketoepoxides is explored. The optically pure ketoepoxide 10 was recovered after 80% conversion. The recovered pure epoxide is a useful chiral building block in the synthesis of chiral terpenes. The method applies for the short asymmetric synthesis of the juvenile hormone by the synthetic route which depends on the palladium-catalyzed coupling process.