Diastereoselective formation of indanes from arylboronate esters catalyzed by rhodium(I) in aqueous media

被引:46
作者
Lautens, M [1 ]
Mancuso, J [1 ]
机构
[1] Univ Toronto, Dept Chem, Davenport Chem Labs, Toronto, ON M5S 3H6, Canada
关键词
D O I
10.1021/ol0260627
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHIC] Arylboronate esters bearing a pendant Michael-acceptor alkene can add to norbornene and cyclize to give indane systems in yields ranging from 62% to 95% with high diastereomeric excess (>20:1). The reaction is performed in an organic/aqueous emulsion and catalyzed using [Rh(COD)Cl](2) with t-Bu-amphos chloride, a sterically bulky, electron-rich, water-soluble phosphine ligand.
引用
收藏
页码:2105 / 2108
页数:4
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