Rhodium-Catalyzed Chemodivergent Regio- and Enantioselective Allylic Alkylation of Indoles

被引：26
作者：
Sun, Minghe [1 ]
Liu, Min [1 ]
Li, Changkun [1 ]
机构：
[1] Shanghai Jiao Tong Univ, Sch Chem & Chem Engn, Shanghai Key Lab Mol Engn Chiral, 800 Dongchuan Rd, Shanghai 200240, Peoples R China
来源：
CHEMISTRY-A EUROPEAN JOURNAL | 2021年 / 27卷 / 10期
基金：
中国国家自然科学基金;
关键词：
alkylation; asymmetric catalysis; chemoselectivity; indole; rhodium; FRIEDEL-CRAFTS ALKYLATION; N-ALLYLATION; FUNCTIONALIZATION; DEAROMATIZATION; SUBSTITUTIONS; PRENYLATION; AMINATION; ALKYNES;
D O I：
10.1002/chem.202004613
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
The control of C3/N1 chemoselectivity in indole alkylation with the same electrophiles is still challenging. An Rh/bisoxazolinephosphane-catalyzed chemodivergent regioand enantioselective allylic alkylation of indoles was developed. Chiral C3- and N1-allylindoles can be selectively obtained with high branched/linear ratio and up to 99% ee by changing the counteranion of Rh, the allylic carbonate, the reaction temperature, and the ligand.
引用
收藏
页码：3457 / 3462
页数：6
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