An Improved Convergent Strategy for the Synthesis of Oligoprenols

…, H Zhang, FJ Xiong, XX Chen, FE Chen

Index: Yu, Xiong-Jie; Zhang, Hao; Xiong, Fang-Jun; Chen, Xu-Xiang; Chen, Fen-Er Helvetica Chimica Acta, 2008 , vol. 91, # 10 p. 1967 - 1974

Full Text: HTML

Citation Number: 5

Abstract

Abstract A practical and highly regio-and stereoselective synthesis of oligoprenols starting from commercially available geraniol is described. The convergent synthetic strategy features the iterative allyl-allyl coupling of monomers easily derived from geraniol that contain one reacting terminal functional group and the repetitive reductive elimination of the p-toluenesulfonyl (Ts) groups.

Related Articles:

General Preparation and Controlled Cyclization of Acyclic Terpenoids

[Kuk, Jinchul; Beom, Soo Kim; Jung, Heejung; Choi, Seyoung; Park, Jung-Youl; Koo, Sangho Journal of Organic Chemistry, 2008 , vol. 73, # 5 p. 1991 - 1994]

A general stereocontrolled, convergent synthesis of oligoprenols that parallels the biosynthetic pathway

[Journal of the American Chemical Society, , vol. 124, # 11 p. 2430 - 2431]

Coupling of isoprenoid triflates with organoboron nucleophiles: Synthesis and biological evaluation of geranylgeranyl diphosphate analogues

[Bioorganic and medicinal chemistry, , vol. 10, # 5 p. 1207 - 1219]

Synthesis of farnesol isomers via a modified Wittig procedure

[Organic Letters, , vol. 7, # 22 p. 4803 - 4806]

A study of oligoprenyl coupling reactions with allylic stannanes

[Organic Letters, , vol. 4, # 20 p. 3463 - 3464]

More Articles...