Enantioselective Diels-Alder reactions catalyzed by samarium iodo binaphthoxides

被引:19
作者
Giuseppone, N
Santos, I
Collin, J
机构
[1] Univ Paris 11, Lab Catalyse Mol, UPRESA 8075, ICMO, F-91405 Orsay, France
[2] ITN, Dept Quim, P-2688 Sacavem, Portugal
关键词
samarium; catalysis; Diels-Alder reactions; chirality; binaphthol;
D O I
10.1016/S0040-4039(99)02128-0
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Two trivalent samarium iodo binaphthoxide complexes have been investigated as catalysts for enantioselective Diels-Alder reactions. Enantiomeric excesses were improved using 3,3'-bis-orthoanisyl binaphthol as ligand compared to binaphthol, with values up to 81% for the major endo-isomer. Performing reactions at different temperatures gave a reversal in the prevailing product configuration. (C) 2000 Elsevier Science Ltd. All rights reserved.
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页码:639 / 642
页数:4
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