High facial diastereoselectivity in the photocycloaddition of a chiral aromatic aldehyde and an enamide induced by intermolecular hydrogen bonding

被引:60
作者
Bach, T [1 ]
Bergmann, H [1 ]
Harms, K [1 ]
机构
[1] Univ Marburg, Fachbereich Chem, D-35032 Marburg, Germany
关键词
D O I
10.1021/ja992209m
中图分类号
O6 [化学];
学科分类号
0703 ;
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页码:10650 / 10651
页数:2
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共 25 条
[1]  
[Anonymous], MOL SUPRAM PHOTOCHEM
[2]   N-acyl enamines in the Paterno-Buchi reaction: Stereoselective preparation of 1,2-amino alcohols by C-C bond formation [J].
Bach, T .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1996, 35 (08) :884-886
[3]   Photocycloaddition of N-acyl enamines to aldehydes and its application to the synthesis of diastereomerically pure 1,2-amino alcohols [J].
Bach, T ;
Schröder, J .
JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (04) :1265-1273
[4]  
BACH T, 1996, ANGEW CHEM, V108, P976
[5]   Efficient recognition-induced acceleration of a [3+2] dipolar cycloaddition reaction [J].
Booth, CA ;
Philp, D .
TETRAHEDRON LETTERS, 1998, 39 (38) :6987-6990
[6]   Solvent effects on diastereoselective intramolecular [2+2] photocycloadditions: Reversal of selectivity through intramolecular hydrogen bonding [J].
Crimmins, MT ;
Choy, AL .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (42) :10237-10238
[7]   ENANTIOSELECTIVE AND DIASTEREOSELECTIVE MOLECULAR RECOGNITION OF CYCLIC DIPEPTIDES BY A C-2 MACROLACTAM HOST [J].
CRISTOFARO, MF ;
CHAMBERLIN, AR .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (12) :5089-5098
[8]   ENANTIOSELECTIVE COMPLEXATION OF FLEXIBLE AND RIGID SUBSTRATES THROUGH MOLECULAR RECOGNITION [J].
FAMULOK, M ;
JEONG, KS ;
DESLONGCHAMPS, G ;
REBEK, J .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1991, 30 (07) :858-860
[9]  
Famulok M., 1991, ANGEW CHEM, V103, P880
[10]   The ionic auxiliary concept in solid state organic photochemistry [J].
Gamlin, JN ;
Jones, R ;
Leibovitch, M ;
Patrick, B ;
Scheffer, JR ;
Trotter, J .
ACCOUNTS OF CHEMICAL RESEARCH, 1996, 29 (04) :203-209