Shanghai-Hong Kong Joint Laboratory in Chemical Synthesis, Shanghai Institute of Organic Chemistry, The Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032 , P. R. China.
Beilstein J Org Chem. 2011;7:1100-7. doi: 10.3762/bjoc.7.126. Epub 2011 Aug 11.
The gold(I)/silver(I)-cocatalyzed cascade intermolecular N-Michael addition/intramolecular hydroalkylation reaction offers a simple and efficient method for the synthesis of pyrrolidine derivatives in moderate to excellent product yields and with moderate to good diastereoselectivities. The reaction conditions and the substrate scope of this reaction are examined, and a possible mechanism involving AgClO(4) catalyzed intermolecular N-Michael addition and the subsequent gold(I)-catalyzed hydroalkylation is proposed.
金(I)/银(I)协同催化的级联分子间 N-迈克尔加成/分子内氢烷基化反应为合成吡咯烷衍生物提供了一种简单高效的方法,产物收率中等至优秀,非对映选择性中等至良好。考察了该反应的反应条件和底物范围,并提出了一种可能的反应机理,涉及 AgClO4 催化的分子间 N-迈克尔加成和随后的金(I)催化的氢烷基化。