Lewis Acid Catalyzed Stereoselective Dearomative Coupling of Indolylboron Ate Complexes with Donor-Acceptor Cyclopropanes and Alkyl Halides
Lewis Acid Catalyzed Stereoselective Dearomative Coupling of Indolylboron Ate Complexes with Donor-Acceptor Cyclopropanes and Alkyl Halides
复制标题
DOI：
10.1002/anie.201711923
复制
发表时间：
2018-04-03
影响因子：
16.6
通讯作者：
Studer, Armido
中科院分区：
文献类型：
--
作者：
Das, Saikat;Daniliuc, Constantin G.;Studer, Armido
在Sc（OTf）（3）催化下，2-锂吲哚和硼酸酯容易地与D-A环丙烷和卤代烷发生多组分脱芳偶联反应生成吲哚基硼酸酯配合物。该反应以完全的非对映选择性和优异的立体特异性进行，以提供含有三个连续立体中心的吲哚啉。有价值的硼酸酯部分保留在产物中并允许随后的官能化。
Indolylboron ate complexes readily generated from 2-lithioindoles and boronic esters underwent multicomponent dearomative coupling with D-A cyclopropanes and alkyl halides in the presence of Sc(OTf)(3) as a catalyst. The reactions proceeded with complete diastereoselectivity and excellent stereospecificity to provide indolines containing three contiguous stereocenters. The valuable boronic ester moiety remains in the product and allows for subsequent functionalization.