Enantioselective addition of diethylzinc to aromatic aldehydes with aminophenol as catalysts

被引:0
作者
Li, XS [1 ]
Shen, ZX [1 ]
Ge, JF [1 ]
Zhang, YW [1 ]
机构
[1] Suzhou Univ, Dept Chem & Chem Engn, Suzhou 215006, Peoples R China
关键词
chiral; aminophenol; addition; diethylzinc;
D O I
暂无
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Four aminophenols have been prepared and evaluated as the catalysts for the enantioselective addition of diethylzinc to aromatic aldehydes. Ligand 1a was found to show the best asymmetric induction in the catalysis of the reaction of m-chlorobenzaldehyde to provide sec-alcohol with-high yield (95%) and moderate ee (57%).
引用
收藏
页码:387 / 389
页数:3
相关论文
共 6 条
  • [1] ENANTIOSELECTIVE ADDITION OF DIALKYLZINCS TO ALDEHYDES PROMOTED BY CHIRAL AMINO-ALCOHOLS - MECHANISM AND NONLINEAR EFFECT
    KITAMURA, M
    OKADA, S
    SUGA, S
    NOYORI, R
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (11) : 4028 - 4036
  • [2] CATALYTIC ASYMMETRIC INDUCTION - HIGHLY ENANTIOSELECTIVE ADDITION OF DIALKYLZINCS TO ALDEHYDES
    KITAMURA, M
    SUGA, S
    KAWAI, K
    NOYORI, R
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1986, 108 (19) : 6071 - 6072
  • [3] The application of chiral aminonaphthols in the enantioselective addition of diethylzinc to aryl aldehydes
    Liu, DX
    Zhang, LC
    Wang, Q
    Da, CS
    Xin, ZQ
    Wang, R
    Choi, MCK
    Chan, ASC
    [J]. ORGANIC LETTERS, 2001, 3 (17) : 2733 - 2735
  • [4] Enantioselective addition of diethylzinc to aldehydes catalyzed by N-(9-phenylfluoren-9-yl) β-amino alcohols
    Paleo, MR
    Cabeza, I
    Sardina, FJ
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2000, 65 (07) : 2108 - 2113
  • [5] CATALYTIC AND STOICHIOMETRIC ENANTIOSELECTIVE ADDITION OF DIETHYLZINC TO ALDEHYDES USING A NOVEL CHIRAL SPIROTITANATE
    SCHMIDT, B
    SEEBACH, D
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1991, 30 (01): : 99 - 101
  • [6] TAKAHASHI H, 1992, TETRAHEDRON, V48, P5691