Tetrahedron letters

A Pd (0)-catalyzed route to 13-methylidenefarnesyl diphosphate

RA Gibbs, U Krishnan

Index: Gibbs, Richard A.; Krishnan, Usha Tetrahedron Letters, 1994 , vol. 35, # 16 p. 2509 - 2512

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Citation Number: 24

Abstract

Abstract The synthesis of the novel FPP analog 13-methylidenefarnesyl diphosphate 2 is described. The key step in the synthetic sequence involved the stereoselective coupling of enol triflate 8 with vinyltributyltin using Pd (AsPh 3) 2 and CuI as catalysts to afford primarily the desired cis-divinylester 7. It is also demonstrated that other 3-substituted farnesyl analogs can be prepared by this Pd (0)-catalyzed route.