Highly enantioselective Rh-catalyzed intramolecular alder-ene reactions for the syntheses of chiral tetrahydrofurans

被引：0
|
作者：
Lei, AW [1 ]
He, MS [1 ]
Wu, SL [1 ]
Zhang, XM [1 ]
机构：
[1] Penn State Univ, Dept Chem, University Pk, PA 16802 USA
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2002年 / 41卷 / 18期
关键词：
enantioselectivity; heterocycles; homogeneous catalysis; rhodium; synthetic methods;
D O I：
10.1002/1521-3773(20020916)41:18<3457::AID-ANIE3457>3.0.CO;2-3
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Over 99% ee was obtained for all the tested substrates in a Rh-catalyzed Alder-ene reaction. Simply mixing air-stable, commercially available [{Rh(cod)Cl}2] (cod = 1,5-cyclooctadiene) and 2,2′-bis(diphenylphosphanyl)-1,1′-binaphthyl (binap) at room temperature afforded functionalized and chiral tetrahydrofurans in high yields with high efficiency (turnover frequency: 1500 h-1). The catalyst loading was as low as 0.8 mol %.
引用
收藏
页码：3457 / 3460
页数：4
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