Ligand-Controlled Regiodivergent Copper-Catalyzed Alkylboration of Unactivated Terminal Alkynes

被引：77

作者：

Su, Wei ^{[1
]}

Gong, Tian-Jun ^{[1
]}

Zhang, Qi ^{[1
]}

Zhang, Qing ^{[1
]}

Xiao, Bin ^{[1
]}

Fu, Yao ^{[1
]}

机构：

[1] Univ Sci & Technol China, Hefei Natl Lab Phys Sci Microscale, iChEM, CAS Key Lab Urban Pollutant Convers,Anhui Prov Ke, Hefei 230026, Peoples R China

来源：

ACS CATALYSIS | 2016年 / 6卷 / 10期

关键词：

copper; carboboration; alkynes; regiodivergent; vinylboronic esters; CROSS-COUPLING REACTIONS; ORGANOBORON COMPOUNDS; COPPER(I)-CATALYZED REACTION; 3-COMPONENT CARBOBORATION; STEREOSELECTIVE-SYNTHESIS; SYNERGISTIC CATALYSIS; GRIGNARD-REAGENTS; CARBON-DIOXIDE; ALKENES; HALIDES;

D O I：

10.1021/acscatal.6b02039

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

A ligand-controlled regiodivergent and stereospecific copper-catalyzed alkylboration of unactivated terminal alkynes has been developed. Anti-Markovnikov alkylboration products were obtained with dppbz as ligand; conversely, Markovnikov alkylboration products were obtained with DMAP as ligand. This reaction not only presents a direct route to construct a vinyl C(sp2)-C(sp3) bond but also provides an efficient way to synthesize both internal and external vinylboronic esters regiodivergently from a single unactivated terminal alkyne.

引用

页码：6417 / 6421

页数：5

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