Organic letters

Synthesis of 7-substituted farnesyl diphosphate analogues

DS Rawat, RA Gibbs

Index: Rawat, Diwan S; Gibbs, Richard A Organic letters, 2002 , vol. 4, # 18 p. 3027 - 3030

Full Text: HTML

Citation Number: 37

Abstract

Six farnesyl diphosphate analogues modified in the central isoprene unit have been prepared via our stereoselective vinyl triflate-mediated route to isoprenoids. The 7-allyl compound 6 is a modest inhibitor of mammalian protein-farnesyl transferase, but surprisingly the other five analogues are effective alternative substrates for this enzyme.