Transition-Metal-Free Stereospecific Cross-Coupling with Alkenylboronic Acids as Nucleophiles

被引：58

作者：

Li, Chengxi ^{[1
]}

Zhang, Yuanyuan ^{[1
]}

Sun, Qi ^{[1
]}

Gu, Tongnian ^{[1
]}

Peng, Henian ^{[1
]}

Tang, Wenjun ^{[1
]}

机构：

[1] Univ Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Bioorgan & Nat Prod Chem, 345 Ling Ling Rd, Shanghai 200032, Peoples R China

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2016年 / 138卷 / 34期

关键词：

TERTIARY BORONIC ESTERS; ALPHA-AMINO-ACIDS; NEGISHI ARYLATIONS; ARYLBORONIC ACIDS; ALLYLIC BROMIDES; NICKEL CATALYSIS; ARYL CHLORIDES; SECONDARY; ELECTROPHILES; LIGAND;

D O I：

10.1021/jacs.6b06285

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

We herein report a transition-metal-free cross-coupling between secondary alkyl halides/mesylates and aryl/alkenylboronic acid, providing expedited access to a series of nonchiral/chiral coupling products in moderate to good yields. Stereospecific S(N)2-type coupling is developed for the first time with alkenylboronic adds as pure nucleophiles, offering an attractive alternative to the stereospecific transition-metal-catalyzed C(sp(2))-C(sp(3)) cross-coupling.

引用

页码：10774 / 10777

页数：4

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