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

Catalytic Enantioselective Synthesis of Diarylmethanols from Aryl Bromides and Aldehydes by Using Organolithium Reagents
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DOI:
10.1002/ejoc.201001254
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发表时间:
2010-12
影响因子:
2.8
通讯作者:
Y. Nakagawa;Yusuke Muramatsu;T. Harada
Y. Nakagawa;Yusuke Muramatsu;T. Harada
中科院分区:
化学3区
文献类型:
--
作者:
Y. Nakagawa;Yusuke Muramatsu;T. Harada

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以溴代芳烃和醛为原料,发展了一种制备对映体富集仲醇的通用方法。首先用BuLi处理芳基溴,并将所得芳基锂试剂与四异丙氧基钛和溴化镁混合。醛与所得混合钛试剂在3-(3,5-二苯基苯基)-H8-BINOL(2 mol-%)和四异丙氧基钛存在下反应,以高的对映选择性和高产率得到相应的醇。
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.