Transfer of Chirality in the Rhodium-Catalyzed Chemoselective and Regioselective Allylic Alkylation of Hydroxyarenes with Vinyl Aziridines

被引:25
作者
Lin, Tao-Yan [1 ]
Wu, Hai-Hong [1 ]
Feng, Jian-Jun [1 ]
Zhang, Junliang [1 ]
机构
[1] East China Normal Univ, Shanghai Key Lab Green Chem & Chem Proc, Sch Chem & Mol Engn, 3663 North Zhongshan Rd, Shanghai 200062, Peoples R China
基金
中国国家自然科学基金;
关键词
RING-OPENING REACTIONS; ELECTRON-RICH ARENES; ASYMMETRIC DEAROMATIZATION; ABSOLUTE-CONFIGURATION; BIOLOGICAL EVALUATION; ACTIVATED AZIRIDINES; STEREOGENIC CENTERS; EFFICIENT CATALYST; SYNTHETIC ROUTE; N CYCLIZATION;
D O I
10.1021/acs.orglett.7b01136
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
By taking advantage of chirality-transfer strategy, a chemo- and regioselective allylic alkylation of naphthols and phenols with vinylaziridines provides an atom-economic and efficient method for the synthesis of enantioenriched 2-vinyl-2-arylethylamine derivatives. Use of readily available starting materials, a broad substrate scope, high selectivity, mild reaction conditions, as well as versatile functionalizations of the aromatic ethylamine products make this approach very practical and attractive.
引用
收藏
页码:2897 / 2900
页数:4
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