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Copper‐Catalyzed Asymmetric Synthesis of Borylated cis‐Disubstituted Indolines
Chemistry - An Asian Journal ( IF 3.5 ) Pub Date : 2018-03-06 , DOI: 10.1002/asia.201800121
DingXi Li 1 , Jiwon Kim 1 , Jung Woon Yang 2 , Jaesook Yun 1
Affiliation  

A copper‐catalyzed, intramolecular borylative cyclization of vinyl arenes with imines is reported, which affords enantio‐enriched indolines as a single diastereomer under mild conditions. A benzylcopper species is generated by Cu‐Bpin addition to the alkene, which then acts as a nucleophile for intramolecular imine addition. The reaction is applicable to various vinyl arenes with an imine moiety at the ortho‐position, including heterocycles, for formation of borylated indolines in good yields and ee values up to 90 %.

中文翻译:

铜催化不对称合成硼酸化的顺式二取代的二氢吲哚

据报道,乙烯基芳烃与亚胺经过铜催化的分子内硼化环化反应,可在温和条件下以单一非对映异构体形式提供对映体富集的二氢吲哚。通过将Cu-Bpin加到烯烃中生成苄基铜物种,然后将其用作分子内亚胺加成的亲核试剂。该反应适用于在位具有亚胺部分(包括杂环)的各种乙烯基芳烃,以高收率和高达90%的ee值形成硼化的二氢吲哚。
更新日期:2018-03-06
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