A CATALYTIC ENANTIOSELECTIVE REACTION USING A C2-SYMMETRICAL DISULFONAMIDE AS A CHIRAL LIGAND - ALKYLATION OF ALDEHYDES CATALYZED BY DISULFONAMIDE-TI(O-ISO-PR)4-DIALKYL ZINC SYSTEM

被引:0
|
作者
TAKAHASHI, H [1 ]
KAWAKITA, T [1 ]
OHNO, M [1 ]
YOSHIOKA, M [1 ]
KOBAYASHI, S [1 ]
机构
[1] UNIV TOKYO,FAC PHARMACEUT SCI,BUNKYO KU,TOKYO 113,JAPAN
关键词
CHIRAL DISULFONAMIDE; CHIRAL TITANIUM COMPLEX; ENANTIOSELECTIVE ALKYLATION; DIALKYL ZINC; CATALYTIC REACTION;
D O I
暂无
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Excellent enantioselective alkylation of aldehydes with dialkylzinc has been developed. This methodology is based on the concept of modifying the Lewis acid with a C2-symmetric, electron-withdrawing disulfonamide. The chiral Lewis acid catalysts used in the present study are the titanium complex, prepared in-situ from disulfonamide and Ti(O-i-Pr)4.
引用
收藏
页码:5691 / 5700
页数:10
相关论文
共 3 条
  • [1] ENANTIOSELECTIVE ALKYLATION OF ALDEHYDE CATALYZED BY DISULFONAMIDE-TI(O-ISO-PR)4-DIALKYL ZINC SYSTEM
    TAKAHASHI, H
    KAWAKITA, T
    YOSHIOKA, M
    KOBAYASHI, S
    OHNO, M
    TETRAHEDRON LETTERS, 1989, 30 (50) : 7095 - 7098
  • [2] A CATALYTIC ENANTIOSELECTIVE REACTION USING A C2-SYMMETRICAL DISULFONAMIDE AS A CHIRAL LIGAND - CYCLOPROPANATION OF ALLYLIC ALCOHOLS BY THE ET2ZN-CH2I2-DISULFONAMIDE SYSTEM
    TAKAHASHI, H
    YOSHIOKA, M
    OHNO, M
    KOBAYASHI, S
    TETRAHEDRON LETTERS, 1992, 33 (18) : 2575 - 2578
  • [3] A CATALYTIC ENANTIOSELECTIVE REACTION USING A C-2-SYMMETRICAL DISULFONAMIDE AS A CHIRAL LIGAND - SIMMONS-SMITH CYCLOPROPANATION OF ALLYLIC ALCOHOLS BY THE ET(2)ZN-CH2I2-DISULFONAMIDE SYSTEM
    TAKAHASHI, H
    YOSHIOKA, M
    SHIBASAKI, M
    OHNO, M
    IMAI, N
    KOBAYASHI, S
    TETRAHEDRON, 1995, 51 (44) : 12013 - 12026