Tetrahedron letters

Cross coupling of vinyl triflates and alkyl Grignard reagents catalyzed by nickel (0)-complexes

CA Busacca, MC Eriksson, R Fiaschi

Index: Busacca, Carl A.; Eriksson, Magnus C.; Fiaschi, Rita Tetrahedron Letters, 1999 , vol. 40, # 16 p. 3101 - 3104

Full Text: HTML

Citation Number: 44

Abstract

The scope and limitations of the Nickel (0)-catalyzed cross coupling of vinyl triflates with alkyl Grignard reagents have been studied. The effect of triflate substitution, solvent, and especially ligands have been examined. Ligands which are successful for sp2 and sp Grignard reagents fail for sp3 Grignard reagents.

~96%

~76%

~33%

~33%

~40%

~40%

A formal total synthesis of (±)-cacalol

[Banerjee, Ajoy K.; Melean, Carlos E.; Mora, Henry D.; Cabrera, Elvia V.; Laya, Manuel S. Journal of Chemical Research, 2007 , # 2 p. 109 - 111]