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Triquinane sesquiterpenes. An iterative, highly stereocontrolled synthesis of (.+-.)-silphinene

LA Paquette, A Leone-Bay

文献索引：Paquette,L.A.; Leone-Bay,A. Journal of the American Chemical Society, 1983 , vol. 105, p. 7352

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被引用次数: 50

摘要

Abstract: A total synthesis of (&)-silphinene, a tricyclopentanoid sesquiterpene isolated from the roots of Silphium perfoliatum L., has been achieved. This structurally interesting triquinane was constructed in 15 steps and isolated in efficient overall yield. The key element of the synthesis was the implementation of an iterative cyclopentannulation scheme consisting of twofold conjugate addition of a functionalized organocopper reagent and ...

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