Enantioselective addition of diethylzinc to aldehydes in the presence of chiral hydrazone and imine ligands

被引:18
作者
Mino, Takashi
Suzuki, Atsushi
Yamashita, Masakazu
Narita, Shusaku
Shirae, Yoshiaki
Sakamoto, Masami
Fujita, Tsutomu
机构
[1] Chiba Univ, Fac Engn, Dept Appl Chem & Biotechnol, Inage Ku, Chiba 2638522, Japan
[2] Doshisha Univ, Fac Engn, Dept Mol Sci & Technol, Kyoto 6100394, Japan
关键词
hydrazone; imine; enantioselective addition; diethylzinc; secondary alcohol;
D O I
10.1016/j.jorganchem.2006.07.006
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Optically active hydrazone and imine were found to act as effective ligands for enantio selective addition of diethylzinc to aldehydes. This reaction provided optically active secondary alcohols with ee up to 71%. (c) 2006 Elsevier B.V. All rights reserved.
引用
收藏
页码:4297 / 4303
页数:7
相关论文
共 33 条
[31]   CHIRAL N,N-DIALKYLNOREPHEDRINES AS CATALYSTS OF THE HIGHLY ENANTIOSELECTIVE ADDITION OF DIALKYLZINCS TO ALIPHATIC AND AROMATIC-ALDEHYDES - THE ASYMMETRIC-SYNTHESIS OF SECONDARY ALIPHATIC AND AROMATIC ALCOHOLS OF HIGH OPTICAL PURITY [J].
SOAI, K ;
YOKOYAMA, S ;
HAYASAKA, T .
JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (13) :4264-4268
[32]   1,1′-binaphthyiazepine-based ligands for asymmetric catalysis.: Part 2:: New aminoalcohols as chiral ligands in the enantioselective addition of ZnEt2 to aromatic aldehydes [J].
Superchi, S ;
Mecca, T ;
Giorgio, E ;
Rosini, C .
TETRAHEDRON-ASYMMETRY, 2001, 12 (08) :1235-1239
[33]  
Zhang FY, 1997, TETRAHEDRON-ASYMMETR, V8, P585, DOI 10.1016/S0957-4166(97)00024-4