Allylic Substitution of <i>meso</i>-1,4-Diacetoxycycloalkenes in Water with an Amphiphilic Resin-Supported Chiral Palladium Complex
作者:Yasuhiro Uozumi、Hiroe Takenaka、Toshimasa Suzuka
DOI:10.1055/s-2008-1078422
日期:2008.6
Asymmetric Ï-allylic substitution of meso-1,4-diacetoxycyclopentene and meso-1,4-diacetoxycyclohexene with various nucleophiles was performed with an amphiphilic polystyrene-poly(ethylene glycol) (PS-PEG) resin-supported chiral imidazoindolephosphine-palladium complex in water as a single reaction medium under heterogeneous conditions to give the corresponding 1-acetoxy-4-substituted cycloalkenes with up to 99% ee.
在水相单一反应介质下,使用支持亲水性的聚苯乙烯-聚乙烯醇(PS-PEG)树脂的手性咪唑吲哚磷酸钯络合物,以非对称π-烯丙基取代反应对meso-1,4-二醋酸氧基环戊烯和meso-1,4-二醋酸氧基环己烯进行操作,采用各种亲核试剂,以异构体优率高达99%的相应1-醋酸氧基-4-取代环烯烃作为产物。