Synthesis of Novel 1,4-Bissulfonamide Ligands for Enantioselective Addition of Diethylzinc to Aldehydes

被引：1
|
作者：
Yang Minghua [1 ,2 ]
Sun Jiangtao [2 ]
Zhu Chengjian [2 ]
机构：
[1] Lishui Univ, Dept Chem, Lishui 323000, Zhejiang, Peoples R China
[2] Nanjing Univ, State Key Lab Coordinat Chem, Sch Chem & Chem Engn, Nanjing 210093, Jiangsu, Peoples R China
来源：
CHINESE JOURNAL OF CHEMISTRY | 2011年 / 29卷 / 08期
基金：
中国国家自然科学基金;
关键词：
asymmetric catalysis; chiral sulfonamide; diethylzinc; aldehyde; CATALYTIC ASYMMETRIC ALKYNYLATION; CHIRAL TERTIARY ALCOHOLS; ORGANOZINC REAGENTS; DIALKYLZINC REAGENTS; ALPHA; BETA-UNSATURATED KETONES; AMINO-ALCOHOLS; ALKYL-GROUPS; BENZALDEHYDE; REDUCTION; COMPLEXES;
D O I：
10.1002/cjoc.201180303
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Several novel chiral sulfonamide ligands based on (1R,2S,4R,5S)-1,4-diamino-2,5-dimethylcyclohexane skeleton have been synthesized and their application in the enantioselective addition of diethylzinc to aldehydes was investigated in the presence of Ti((OPr)-Pr-i)(4). The effect of ligands, temperature and the loading amount of ligands was studied. Under optimized conditions, enantioselective addition of diethylzinc with various aryl aldehydes and aliphatic aldehydes proceeded smoothly and afforded chiral secondary alcohols in up to 88% ee.
引用
收藏
页码：1697 / 1702
页数：6
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