Recent progress in asymmetric two-center catalysis

被引：270
作者：
Shibasaki, M [1 ]
Kanai, M [1 ]
Funabashi, K [1 ]
机构：
[1] Univ Tokyo, Grad Sch Pharmaceut Sci, Bunkyo Ku, Tokyo 1130033, Japan
来源：
CHEMICAL COMMUNICATIONS | 2002年 / 18期
关键词：
D O I：
10.1039/b203495f
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Recent progress using two types of enantioselective two-center catalysts, Lewis acid-Bronsted base and Lewis acid-Lewis base bifunctional complexes, is described. The first part of this review discusses improvements in the syn-selective direct catalytic enantioselective aldol reaction and 1,4-addition reaction of a 2-hydroxyacetophenone derivative using a Zn-linked-BINOL complex. In the second part, we describe the development of catalysts displaying Lewis acidity and Lewis basicity in a catalytic enantioselective cyanosilylation of aldehydes and the logical extension to a tetrasubstituted carbon synthesis through a Reissert-type reaction and a cyanosilylation of ketones.
引用
收藏
页码：1989 / 1999
页数：11
相关论文
共 101 条
[1]  
Akiba K-y., 1999, Chemistry of Hypervalent Compounds
[2]   RABBIT MUSCLE ALDOLASE AS A CATALYST IN ORGANIC-SYNTHESIS [J].
BEDNARSKI, MD ;
SIMON, ES ;
BISCHOFBERGER, N ;
FESSNER, WD ;
KIM, MJ ;
LEES, W ;
SAITO, T ;
WALDMANN, H ;
WHITESIDES, GM .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (02) :627-635
[3]   Catalytic asymmetric synthesis of O-acetyl cyanohydrins from KCN, Ac2O and aldehydes [J].
Belokon, YN ;
Gutnov, AV ;
Moskalenko, MA ;
Yashkina, LV ;
Lesovoy, DE ;
Ikonnikov, NS ;
Larichev, VS ;
North, M .
CHEMICAL COMMUNICATIONS, 2002, (03) :244-245
[4]   The asymmetric addition of trimethylsilyl cyanide to aldehydes catalyzed by chiral (salen)titanium complexes [J].
Belokon, YN ;
Caveda-Cepas, S ;
Green, B ;
Ikonnikov, NS ;
Krustalev, VN ;
Larichev, VS ;
Moscalenko, MA ;
North, M ;
Orizu, C ;
Tararov, VI ;
Tasinazzo, M ;
Timofeeva, GI ;
Yashkina, LV .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (16) :3968-3973
[5]   Optimized catalysts for the asymmetric addition of trimethylsilyl cyanide to aldehydes and ketones [J].
Belokon, YN ;
Green, B ;
Ikonnikov, NS ;
North, M ;
Parsons, T ;
Tararov, VI .
TETRAHEDRON, 2001, 57 (04) :771-779
[6]  
Belokon' YN, 2000, EUR J ORG CHEM, V2000, P2655
[7]   SODIUM-CHANNEL BINDING AND ANTICONVULSANT ACTIVITIES OF HYDANTOINS CONTAINING CONFORMATIONALLY CONSTRAINED 5-PHENYL SUBSTITUENTS [J].
BROUILLETTE, WJ ;
BROWN, GB ;
DELOREY, TM ;
LIANG, G .
JOURNAL OF PHARMACEUTICAL SCIENCES, 1990, 79 (10) :871-874
[8]  
Carreira E. M., 1999, COMPREHENSIVE ASYMME, VIII
[9]   STEREOCHEMISTRY OF THE REACTIONS OF BETA-HALOTHIOETHERS WITH NACN AND AGCN [J].
CARRETERO, JC ;
RUANO, JLG .
TETRAHEDRON LETTERS, 1985, 26 (28) :3381-3384
[10]   1,2-diphenylethylenediamine linked chiral Ti(IV) complex - a new entry to the highly enantioselective silylcyanation of aliphatic and aromatic aldehydes [J].
Chang, CW ;
Yang, CT ;
Hwang, CD ;
Uang, BJ .
CHEMICAL COMMUNICATIONS, 2002, (01) :54-55
12345678910