Heck Reaction of Protected Allyl Alcohols with Aryl Bromides Catalyzed by a Tetraphosphanepalladium Complex
作者:Florian Berthiol、Henri Doucet、Maurice Santelli
DOI:10.1002/ejoc.200400797
日期:2005.4
A range of aryl bromides undergo a Heck vinylation reaction with a protected allyl alcohol in the presence of[PdCl(C3H5)]2/cis,cis,cis-1,2,3,4-tetrakis(diphenylphosphan-ylmethyl)cyclopentane as a catalyst. The reactivity of these allyl alcohol derivatives using a variety of protecting groups has been studied. The best results in terms of substrate/catalyst ratio were obtained with a THP protecting
在[PdCl(C3H5)]2/cis,cis,cis-1,2,3,4-四(二苯基膦基甲基)环戊烷存在下,一系列芳基溴化物与受保护的烯丙醇发生Heck乙烯基化反应催化剂。已经研究了使用各种保护基团的这些烯丙醇衍生物的反应性。使用 THP 保护基团获得了在底物/催化剂比方面的最佳结果。在大多数情况下,获得的主要异构体是 (E)-肉桂醇衍生物。该反应耐受多种官能团,例如三氟甲基、甲氧基、二甲氨基、乙酰基、甲酰基或腈。此外,这种催化剂可以在低负载下使用,甚至可以用于与空间位阻底物的反应。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005)