Enantioselective radical addition reactions to the C=N bond utilizing chiral quaternary ammonium salts of hypophosphorous acid in aqueous media

被引:42
作者
Cho, Dae Hyan [1 ]
Jang, Doo Ok [1 ]
机构
[1] Yonsei Univ, Dept Chem, Wonju 220710, South Korea
关键词
D O I
10.1039/b613045c
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
An enantioselective addition of alkyl radicals to glyoxylate oxime ether mediated by Cinchona alkaloid derived chiral ammonium salts of hypophosphorous acid, QP and QDP, has been developed.
引用
收藏
页码:5045 / 5047
页数:3
相关论文
共 36 条
[1]   Hydrogen bond mediated enantioselectivity of radical reactions [J].
Aechtner, T ;
Dressel, M ;
Bach, T .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2004, 43 (43) :5849-5851
[2]   Stereoselective radical reactions [J].
Bar, G ;
Parsons, AF .
CHEMICAL SOCIETY REVIEWS, 2003, 32 (05) :251-263
[3]   HYPOPHOSPHOROUS ACID AND ITS SALTS - NEW REAGENTS FOR RADICAL CHAIN DEOXYGENATION, DEHALOGENATION AND DEAMINATION [J].
BARTON, DHR ;
JANG, DO ;
JASZBERENYI, JC .
TETRAHEDRON LETTERS, 1992, 33 (39) :5709-5712
[4]   THE INVENTION OF RADICAL REACTIONS .32. RADICAL DEOXYGENATIONS, DEHALOGENATIONS, AND DEAMINATIONS WITH DIALKYL PHOSPHITES AND HYPOPHOSPHOROUS ACID AS HYDROGEN SOURCES [J].
BARTON, DHR ;
JANG, DO ;
JASZBERENYI, JC .
JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (24) :6838-6842
[5]  
CONCEPCION GM, 2000, TETRAHEDRON LETT, V41, P1833
[6]  
Curran D. P., 1991, COMPREHENSIVE ORGANI, V4, P715
[7]  
Curran D. P., 1996, STEREOCHEMISTRY RADI
[8]   Enantioselective radical addition to N-acyl hydrazones mediated by chiral Lewis acids [J].
Friestad, GK ;
Shen, YH ;
Ruggles, EL .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2003, 42 (41) :5061-5063
[9]  
Giese B., 1986, RADICALS ORGANIC SYN
[10]  
Giese B., 2004, Organic Reactions, P301, DOI [10.1002/0471264180.or048.02, DOI 10.1002/0471264180.OR048.02]