Chiral iminophosphorane catalyzed asymmetric phenylselenylation of 3-substituted oxindoles

被引:5
作者
Zhang, Yanxia [1 ,2 ]
Wu, Xin-Yan [1 ]
Han, Jianwei [1 ,2 ]
Wong, Henry N. C. [2 ,3 ]
机构
[1] East China Univ Sci & Technol, Sch Chem & Mol Engn, Inst Fine Chem, Key Lab Adv Mat, 130 Meilong Rd, Shanghai 200237, Peoples R China
[2] Chinese Acad Sci, Shanghai Inst Organ Chem, Shanghai Hong Kong Joint Lab Chem Synth, 345 Ling Ling Rd, Shanghai 200032, Peoples R China
[3] Chinese Univ Hong Kong, Dept Chem, Hong Kong, Peoples R China
关键词
Organocatalysis iminophosphorane; Oxindoles; Phenylselenylation; ALPHA-SELENENYLATION; ENANTIOCONTROLLED SYNTHESIS; ENANTIOPURE CYCLITOLS; 3-STEP SYNTHESIS; OXYSELENENYLATION; ORGANOCATALYSTS; SULFENYLATION; REARRANGEMENT; ALKENES; SELENOETHERIFICATION;
D O I
10.1016/j.tetlet.2019.151559
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Organocatalyzed asymmetric phenylselenylation of 3-substituted oxindoles was achieved with chiral iminophosphoranes. A wide range of phenylselenylated oxindoles were synthesized in good to excellent yields (80-99%) and up to 97% ee under mild conditions. The procedure feathers simple separation and scale up to semi-gram without loss of enantioselectivity. (C) 2020 Elsevier Ltd. All rights reserved.
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页数:4
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