A highly enantioselective Hg(II)-catalyzed Sakurai-Hosomi reaction of isatins with allyltrimethylsilanes

被引：34
作者：
Cao, Zhong-Yan [1 ]
Jiang, Jia-Sheng [2 ]
Zhou, Jian [1 ,3 ]
机构：
[1] E China Normal Univ, Shanghai Key Lab Green Chem & Chem Proc, Sch Chem & Mol Engn, Shanghai 200062, Peoples R China
[2] Mengcheng 1 Middle Sch, Bozhou 233500, Anhui, Peoples R China
[3] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China
来源：
ORGANIC & BIOMOLECULAR CHEMISTRY | 2016年 / 14卷 / 24期
关键词：
CATALYZED ASYMMETRIC ALLYLATION; VINYLOGOUS ALDOL REACTION; SPIROCYCLIC OXINDOLES; CARBONYL-COMPOUNDS; ACID; IMINES; HG(CLO4)(2)CENTER-DOT-3H(2)O; 3-HYDROXYOXINDOLES; CYCLOPROPANATION; DIAZOOXINDOLES;
D O I：
10.1039/c5ob02582f
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A chiral complex derived from (S)-difluorophos and Hg(OTf)(2) is identified as a powerful catalyst for the Sakurai-Hosomi reaction of isatins with allyltrimethylsilane, allowing the facile synthesis of valuable building blocks 3-allyl-3-hydroxyoxindoles in up to 97% ee, with only 0.5-1.0 mol% of catalyst loading.
引用
收藏
页码：5500 / 5504
页数：5
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