Rh2(OAc)4 and InCl3 co-catalyzed diastereoselective trapping of carbamate ammonium ylides with aldehydes for the synthesis of β-hydroxyl-α-amino acid derivatives

被引：5

作者：

Xi, Jian-Bei ^{[1
]}

Ma, Ming-Liang ^{[1
]}

Hu, Wenhao ^{[1
]}

机构：

[1] E China Normal Univ, Sch Chem & Mol Engn, Shanghai Engn Res Ctr Mol Therapeut & New Drug De, Shanghai 200062, Peoples R China

来源：

TETRAHEDRON | 2016年 / 72卷 / 05期

基金：

中国国家自然科学基金;

关键词：

Carbamate ammonium ylide; Cooperative catalysis; Diazo decomposition; Multicomponent reaction; Amino acid; MULTICOMPONENT REACTIONS; 3-COMPONENT REACTIONS; COOPERATIVE CATALYSIS; VANCOMYCIN; STRATEGY; ALCOHOL;

D O I：

10.1016/j.tet.2015.11.027

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A Rh-2(OAc)(4) and InCl3 co-catalyzed three component reaction of diazo compounds, carbamates and aldehydes has been developed to synthesize beta-hydroxyl-alpha-amino acid derivatives in good yields with excellent diastereoselectivity. The reaction is proceeded via trapping of active carbamate ammonium ylide intermediates by aromatic aldehydes. (C) 2015 Elsevier Ltd. All rights reserved.

引用

页码：579 / 583

页数：5

共 3 条

[1] Synthesis of 3-Amino-3-hydroxymethyloxindoles and 3-Hydroxy-3-hydroxymethyloxindoles by Rh2(OAc)4-Catalyzed Three-Component Reactions of 3-Diazooxindoles with Formaldehyde and Anilines or Water
Wang, Chengjin
Xing, Dong
Wang, Dongwei
Wu, Xiang
Hu, Wenhao
JOURNAL OF ORGANIC CHEMISTRY, 2014, 79 (09): : 3908 - 3916
[2] K2CO3/cyanuric acid catalyzed synthesis of 2-amino-4H-chromene derivatives in water
Heydari, Reza
Shahraki, Ramin
Hossaini, Mahshid
Mansouri, Alireza
RESEARCH ON CHEMICAL INTERMEDIATES, 2017, 43 (08) : 4611 - 4622
[3] K2CO3/cyanuric acid catalyzed synthesis of 2-amino-4H-chromene derivatives in water
Reza Heydari
Ramin Shahraki
Mahshid Hossaini
Alireza Mansouri
Research on Chemical Intermediates, 2017, 43 : 4611 - 4622

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