Copper-Catalyzed Cross-Coupling of Nonactivated Secondary Alkyl Halides and Tosylates with Secondary Alkyl Grignard Reagents

被引：159

作者：

Yang, Chu-Ting ^{[1
]}

Zhang, Zhen-Qi ^{[1
]}

Liang, Jun ^{[2
]}

Liu, Jing-Hui ^{[1
]}

Lu, Xiao-Yu ^{[2
]}

Chen, Huan-Huan ^{[2
]}

Liu, Lei ^{[1
]}

机构：

[1] Tsinghua Univ, Dept Chem, Tsinghua Peking Ctr Life Sci, Beijing 100084, Peoples R China

[2] Univ Sci & Technol China, Dept Chem, Hefei 230026, Peoples R China

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2012年 / 134卷 / 27期

关键词：

SUZUKI REACTIONS; SP(3) CARBON; ELECTROPHILES; BROMIDES; ARYL; IODOALKANES; CYCLIZATION; REACTIVITY; CHLORIDES; CENTERS;

D O I：

10.1021/ja304848n

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Practical catalytic cross-coupling of secondary alkyl electrophiles with secondary alkyl nucleophiles under Cu catalysis has been realized. The use of TMEDA and LiOMe is critical for the success of the reaction. This cross-coupling reaction occurs via an S(N)2 mechanism with inversion of configuration and therefore provides a general approach for the stereocontrolled formation of C-C bonds between two tertiary carbons from chiral secondary alcohols.

引用

页码：11124 / 11127

页数：4

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