Copper(I)-Catalyzed Formal Carboboration of Alkynes: Synthesis of Tri- and Tetrasubstituted Vinylboronates
Copper(I)-Catalyzed Formal Carboboration of Alkynes: Synthesis of Tri- and Tetrasubstituted Vinylboronates
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DOI：
10.1021/ja307670k
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发表时间：
2012-09-19
影响因子：
15
通讯作者：
Tortosa, Mariola
中科院分区：
文献类型：
--
作者：
Alfaro, Ricardo;Parra, Alejandro;Tortosa, Mariola
提出了第一个铜催化的炔烃的正式碳硼化反应，其中在单个催化循环中产生 C-B 键和 C-C 键。该反应以高区域选择性和顺式立体选择性进行，由市售的双(频哪醇)二硼形成三取代和四取代的乙烯基硼酸酯。随后的交叉偶联反应可以获得高度取代的烯烃。
The first copper-catalyzed formal carboboration of alkynes, in which a C-B bond and a C-C bond are created in a single catalytic cycle, is presented. The reaction proceeds with high regioselectivity and syn-stereoselectivity to form tri- and tetrasubstituted vinylboronic esters from commercially available bis-(pinacolato)diboron. A subsequent cross-coupling reaction gives access to highly substituted alkenes.