Eu(fod)3-catalyzed solid-phase [4+2] heterocycloadditions:: an efficient asymmetric process in catalyst-recycling conditions

被引:19
作者
Dujardin, G [1 ]
Leconte, S [1 ]
Coutable, L [1 ]
Brown, E [1 ]
机构
[1] Fac Sci, CNRS, Organ Synth Lab, F-72085 Le Mans 9, France
关键词
hetero Diels-Alder reactions; solid-phase synthesis; chiral dienophile; reusable catalyst;
D O I
10.1016/S0040-4039(01)01921-9
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Under Eu(fod)(3)-catalyzed conditions, the endo-selective hetero Diels-Alder reaction of (S)-(+)-O-vinyl mandelate with Wang-supported benzylidenepyruvate occurred with a 93/7 facial selectivity that compares well with those observed in solution. In addition, the solid-phase sequence allowed an unprecedented reuse of the catalyst in the presence of excess dienophile in solution. (C) 2001 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:8849 / 8852
页数:4
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