Electron-Deficient Alkynes as Dipolarophile in Pd-Catalyzed Enantioselective (3+2) Cycloaddition Reaction with Vinyl Cyclopropanes
Electron-Deficient Alkynes as Dipolarophile in Pd-Catalyzed Enantioselective (3+2) Cycloaddition Reaction with Vinyl Cyclopropanes
复制标题
缺电子炔烃作为 Pd 催化的对映选择性 (3 2) 与乙烯基环丙烷的环加成反应中的亲偶极试剂
DOI：
10.1021/acs.orglett.9b02431
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发表时间：
2019-09-06
期刊：
影响因子：
5.2
通讯作者：
Hou, Xue-Long
中科院分区：
文献类型：
--
作者：
Ding, Wen-Ping;Zhang, Gao-Peng;Hou, Xue-Long
在钯催化的不对称（3 + 2）环加成反应中，首次成功地将活化的炔烃作为亲偶极试剂，得到了高收率、高化学选择性和高对映选择性的高功能化环戊烯。在炔基酯的α位置引入一个额外的羰基是激活碳-碳三键的关键。研究了反应过程，发现了pd催化的（3 + 2）环加成反应的逆过程。
The activated alkynes have been used successfully for the first time as the dipolarophile in the palladium-catalyzed asymmetric (3 + 2) cycloaddition, affording highly functionalized cyclopentenes in good to high yields with high chemoselectivities and good to high enantioselectivities. The introduction of an additional carbonyl group at the alpha-position of the alkynyl esters is the key to activating the carbon-carbon triple bond. The reaction process was investigated, and an inverse process of Pd-catalyzed (3 + 2) cycloaddition was observed.