Asymmetric Synthesis of Spirooxazolidinone Oxindoles by the Thiourea-Catalyzed Aldol Reaction of 2-Isocyanatomalonate Diesters

被引：4

作者：

Chen, Xiao-Pan ^{[1
]}

Liu, Jin-Xin ^{[1
]}

Li, Hong-Yan ^{[1
]}

Xiao, You-Cai ^{[1
]}

Chen, Fen-Er ^{[1
,2
,3
]}

机构：

[1] Sichuan Univ, West China Sch Pharm, Sichuan Res Ctr Drug Precis Ind Technol, Chengdu 610041, Peoples R China

[2] Fudan Univ, Dept Chem, Engn Ctr Catalysis & Synth Chiral Mol, Shanghai 200433, Peoples R China

[3] Shanghai Engn Ctr Ind Asymmetr Catalysis Chiral D, Shanghai 200433, Peoples R China

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2022年 / 364卷 / 12期

关键词：

spirooxazolidinone oxindoles; 2-isocyanatomalonate esters; aldol reaction; chiral tertiary amino-thiourea catalyst; 3-ISOTHIOCYANATO OXINDOLES; MICHAEL REACTION; CONSTRUCTION;

D O I：

10.1002/adsc.202200164

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

A tertiary amino-thiourea catalyzed asymmetric aldol reaction between 2-isocyanatomalonate esters and isatins has been achieved. Optical active spirooxazolidinone oxindole derivatives could be obtained with excellent yields (80%-96%) and enantioselectivities (67%-99% ee) under mild conditions, providing an updated example to apply isatins as the electrophile in the asymmetric aldol reaction with 2-isocyanatomalonate esters.

引用

页码：2067 / 2071

页数：5

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