Ambient-Temperature Cobalt-Catalyzed Cycloaddition Strategies to Aromatic Boronic Esters

被引：48

作者：

Auvinet, Anne-Laure ^{[1
]}

Harrity, Joseph P. A. ^{[1
]}

Hilt, Gerhard ^{[2
]}

机构：

[1] Univ Sheffield, Dept Chem, Sheffield S3 7HF, S Yorkshire, England

[2] Univ Marburg, Fachbereich Chem, D-3550 Marburg, Germany

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2010年 / 75卷 / 11期

基金：

英国工程与自然科学研究理事会;

关键词：

ASYMMETRIC ACYLATION; COUPLING REACTION; SYNTHETIC ROUTE; ARYL HALIDES; SEC-ALCOHOLS; DIALKOXYBORANE; DERIVATIVES; BORYLATION; RESOLUTION;

D O I：

10.1021/jo1004907

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The room-temperature cobalt-catalyzed [4 + 2] cycloaddition of alkynylboronates and 1,3-dienes provides a convenient and general method for the synthesis of benzene-based aromatic boronic esters. Two complementary aromatization strategies involving in situ elimination and DDQ oxidation were explored, with the latter finding more generality. Finally, the potential of this technique to generate highly functionalized biaryls has been demonstrated via the synthesis of chiral (racemic) DMAP catalysts.

引用

页码：3893 / 3896

页数：4

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