ENANTIOSELECTIVE DIELS-ALDER REACTIONS OF ENALS - FIGHTING SPECIES MULTIPLICITY OF THE CATALYST WITH DONOR SOLVENTS

被引:73
作者
SARTOR, D [1 ]
SAFFRICH, J [1 ]
HELMCHEN, G [1 ]
RICHARDS, CJ [1 ]
LAMBERT, H [1 ]
机构
[1] UNIV HEIDELBERG,INST ORGAN CHEM,NEUENHEIMER FELD 270,W-6900 HEIDELBERG,GERMANY
关键词
D O I
10.1016/S0957-4166(00)86117-0
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Chiral Lewis acids obtained from reactions of N-arylsulphonylamino acids with borane adducts effectively catalyze Diels-Alder additions of alpha,beta-unsaturated aldehydes. Maximum enantioselectivity (methacrylaldehyde: 86 %ee, crotonaldehyde: 81 %ee) was achieved in donor solvents. The first results with new chiral Lewis acids derived from C2-symmetric N-sulphonyl derivatives of 2,2'-diamino-1,1'-binaphthyl are also presented.
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页码:639 / 642
页数:4
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