Regio- and Stereoselective Copper-Catalyzed Borylation-Protodeboronation of 1,3-Diynes: Access to (Z)-1,3-Enynes

被引：7
|
作者：
Burgio, Ariel L. [1 ]
Buchbinder, Nicklas W. [1 ]
Santos, Webster L. [1 ]
机构：
[1] Virginia Tech, Dept Chem, Blacksburg, VA 24061 USA
来源：
ORGANIC LETTERS | 2023年 / 25卷 / 15期
关键词：
HYDROBORATION; ENYNES; 1,3-ENYNES; ALKYNES; LIGAND;
D O I：
10.1021/acs.orglett.3c00711
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A facile method to access (Z)-1,3-enynes is realized via sequential copper-catalyzed regio-and stereoselective borylation-protodeboronation of 1,3-diynes. Pinacolborane, copper(II) acetate, and Xantphos as the ligand efficiently install hydrogen and Bpin in a cis fashion, which is followed by rapid hydrolysis with water. The reaction has wide substrate scope and occurs in a chemoselective fashion.
引用
收藏
页码：2652 / 2656
页数：5
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