Tartrate-derived iminophosphorane catalyzed asymmetric hydroxymethylation of 3-substituted oxindoles with paraformaldehyde

被引：26
作者：
Gao, Xing [1 ,2 ,3 ]
Han, Jianwei [3 ]
Wang, Limin [1 ,2 ]
机构：
[1] E China Univ Sci & Technol, Key Lab Adv Mat, 130 Mei Long Rd, Shanghai 200237, Peoples R China
[2] E China Univ Sci & Technol, Inst Fine Chem, 130 Mei Long Rd, Shanghai 200237, Peoples R China
[3] Chinese Acad Sci, Shanghai Inst Organ Chem, Shanghai Hong Kong Joint Lab Chem Synth, 345 Ling Ling Rd, Shanghai 200032, Peoples R China
来源：
ORGANIC CHEMISTRY FRONTIERS | 2016年 / 3卷 / 06期
关键词：
ALPHA-HYDROXYMETHYLATION; ALDOL REACTION; AQUEOUS FORMALDEHYDE; MICHAEL ADDITION; ENANTIOSELECTIVE HYDROXYMETHYLATION; CHIRAL GUANIDINE; 1,4-ADDITION REACTION; KETONES; ALKALOIDS; WATER;
D O I：
10.1039/c6qo00074f
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The enantioselective synthesis of 3-hydroxymethyl-2-oxindoles was achieved through organocatalysis by a tartrate-derived chiral iminophosphorane in 81-98% yields and up to 94% ee under mild conditions. Of note is that readily available and easily usable paraformaldehyde was employed as a hydroxymethylation C1 unit in the reaction.
引用
收藏
页码：656 / 660
页数：5
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