[(NHC)AuI]-Catalyzed rearrangement of allylic acetates

被引:107
作者
Marion, Nicolas [1 ]
Gealageas, Ronan [1 ]
Nolan, Steven P. [1 ]
机构
[1] Inst Chem Res Catalonia ICIQ, Tarragona 43007, Spain
关键词
D O I
10.1021/ol070843w
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
{NHC)AuCl] complexes (NHC = N-heterocyclic carbene), in conjunction with a silver salt, were found to efficiently catalyze the rearrangement of allylic acetates under both conventional and microwave-assisted heating. The optimization of several reaction parameters (solvent, silver salt, and ligand) as well as a study of the reaction scope are reported. The steric hindrance of the ligand bound to gold was found crucial for the outcome of the reaction as only extremely bulky ligands permitted the isomerization.
引用
收藏
页码:2653 / 2656
页数:4
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