Asymmetric synthesis of oxazolines bearing α-stereocenters through radical addition-enantioselective protonation enabled by cooperative catalysis

被引:8
|
作者
Chen, Yunrong [1 ]
Ye, Xueqian [1 ]
He, Faqian [1 ]
Yang, Xiaoyu [1 ]
机构
[1] ShanghaiTech Univ, Sch Phys Sci & Technol, Shanghai 201210, Peoples R China
关键词
ATOM TRANSFER-REACTIONS; DIELS-ALDER REACTIONS; BRONSTED ACID; PHOTOREDOX; UTILITY;
D O I
10.1039/d1qo00970b
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient radical conjugate addition/enantioselective protonation process was developed for N-aryl glycines and alkenyl oxazolines enabled by the cooperative photoredox catalysis and chiral phosphoric acid catalysis, which generated a series of chiral oxazolines bearing an alpha-stereocenter with high enantioselectivities. The facile transformations of the chiral oxazoline products into enantioenriched lactams and gamma-amino esters bearing alpha-stereocenters demonstrate the value of this method.
引用
收藏
页码:5804 / 5809
页数:6
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