One-pot sequential Cu-catalyzed reduction and Pd-catalyzed arylation of silyl enol ethers

被引:71
作者
Chae, JH
Yun, JS
Buchwald, SL
机构
[1] MIT, Dept Chem, Cambridge, MA 02139 USA
[2] Ajou Univ, Dept Mol Sci & Technol, Suwon 443749, South Korea
关键词
D O I
10.1021/ol048313c
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
{graphic} Enantiomerically enriched beta-substituted diphenylsilyl enol ethers, which can be prepared from Cu-catalyzed asymmetric conjugate reduction, are utilized in the Pd-catalyzed arylation of various aryl bromides. This new method provides a simple route to alpha-arylated cycloalkanones with excellent levels of enantiomeric and diastereomeric purity. The isolation of the intermediate, diphenylsilyl enol ethers is not necessary; the procedure can be carried out in one-pot.
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页码:4809 / 4812
页数:4
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