Synthesis of Enantiomerically Enriched Triarylmethanes by Enantiospecific Suzuki-Miyaura Cross-Coupling Reactions

被引:141
作者
Matthew, Smitha C. [1 ]
Glasspoole, Ben W. [1 ]
Eisenberger, Patrick [1 ]
Crudden, Cathleen M. [1 ,2 ]
机构
[1] Queens Univ, Dept Chem, Kingston, ON K7L 3N6, Canada
[2] Nagoya Univ, Inst Transformat Biomol WPI ITbM, Chikusa Ku, Nagoya, Aichi 4648602, Japan
基金
加拿大创新基金会; 加拿大自然科学与工程研究理事会;
关键词
BORONIC ESTERS; LITHIATION-BORYLATION; SECONDARY ALCOHOLS; RETENTION; INVERSION; CONVERSION; ARYLATION; BONDS; ACIDS;
D O I
10.1021/ja412159g
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The Suzuki-Miyaura cross-coupling of chiral, enantiomerically enriched dibenzylic boronic esters is described. The reaction proceeds with almost complete retention of stereochemistry, providing access to triaryl-methanes, compounds that have high biological activity and are difficult to prepare in enantiomerically pure form using other methods.
引用
收藏
页码:5828 / 5831
页数:4
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