Catalytic Enantioselective Synthesis of Diarylmethanols from Aryl Bromides and Aldehydes by Using Organolithium Reagents

被引:28
|
作者
Nakagawa, Yuya [1 ]
Muramatsu, Yusuke [1 ]
Harada, Toshiro [1 ]
机构
[1] Kyoto Inst Technol, Dept Chem & Mat Technol, Sakyo Ku, Kyoto 6068585, Japan
关键词
Alcohols; Aldehydes; Asymmetric catalysis; Lithium; Titanium; ASYMMETRIC ARYLATION; GRIGNARD-REAGENTS; BORONIC ACIDS; ALKYLATION; KETONES;
D O I
10.1002/ejoc.201001254
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A general method has been developed for preparing enantio-enriched secondary alcohols by starting from aryl bromides and aldehydes. Aryl bromides were first treated with BuLi, and the resulting aryllithium reagents were mixed with titanium tetraisopropoxide and magnesium bromide. The reaction of aldehydes with the resulting mixed titanium reagents, in the presence of 3-(3,5-diphenylphenyl)-H-8-BINOL (2 mol-%) and titanium tetraisopropoxide, furnished the corresponding alcohols in high enantioselectivities and in high yields.
引用
收藏
页码:6535 / 6538
页数:4
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