Enantioselective Addition of Thiols to Imines Catalyzed by Thiourea-Quaternary Ammonium Salts

被引：89

作者：

Wang, Hong-Yu ^{[1
]}

Zhang, Jia-Xing ^{[2
]}

Cao, Dong-Dong ^{[1
]}

Zhao, Gang ^{[1
,2
]}

机构：

[1] Univ Sci & Technol China, Dept Chem, Hefei 230026, Anhui, Peoples R China

[2] Chinese Acad Sci, Shanghai Inst Organ Chem, Key Lab Synthet Chem Nat Subst, Shanghai 200032, Peoples R China

来源：

ACS CATALYSIS | 2013年 / 3卷 / 10期

基金：

中国国家自然科学基金;

关键词：

N; S-acetal; organocatalysis; ion-pairs catalyisis; phase-transfer catalysis; bifunctional catalyst; AZA-HENRY REACTION; PHASE-TRANSFER CATALYSTS; ALPHA-AMIDO SULFONES; ION-PAIR CATALYSTS; MANNICH REACTION; PREPARING EPIDITHIODIOXOPIPERAZINES; PHOSPHONIUM SALTS; GENERAL-APPROACH; N; S-ACETALS; DESIGN;

D O I：

10.1021/cs400594e

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

Asymmetric phase-transfer catalysis was first applied to the synthesis of chiral N,S-acetals by using amino acid-based bifunctional thiourea-ammonium salt catalysts. The reaction could be performed on the gram scale to give up to 93% ee and 99% yield with a catalyst loading as low as 0.1 mol % within 5 min.

引用

页码：2218 / 2221

页数：4

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