STUDIES ON THE SYNTHESIS OF ARYL ETHERS USING ARENE-MANGANESE CHEMISTRY

被引:71
作者
PEARSON, AJ
BRUHN, PR
机构
[1] Department of Chemistry, Case Western Reserve University, Cleveland
关键词
D O I
10.1021/jo00025a026
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Selective arylation of polyfunctional phenols, using chlorobenzene- and p-chlorotoluene-manganese tricarbonyl cations, is described. The intermediate arene-manganese complexes are found to undergo stereo- and regioselective reactions with Schollkopf's chiral glycine enolate equivalent to give dienyl-Mn(CO)3 complexes. Treatment of these complexes with N-bromosuccinimide at room temperature, followed by hydrolysis of the dihydropyrazine, gives diaryl ethers in which one of the aromatic rings is an arylglycine methyl ester.
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页码:7092 / 7097
页数:6
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