Acid-Assisted Ru-Catalyzed Enantioselective Amination of 1,2-Diols through Borrowing Hydrogen

被引：65

作者：

Yang, Li-Cheng ^{[1
]}

Wang, Ya-Nong ^{[1
]}

Zhang, Yao ^{[2
]}

Zhao, Yu ^{[1
]}

机构：

[1] Natl Univ Singapore, Dept Chem, 3 Sci Dr 3, Singapore 117543, Singapore

[2] Liaoning Univ, Coll Chem, Shenyang 110036, Peoples R China

来源：

ACS CATALYSIS | 2017年 / 7卷 / 01期

基金：

中国国家自然科学基金; 新加坡国家研究基金会;

关键词：

amination; borrowing hydrogen; acid catalysis; amino alcohol; enantioselectivity; DYNAMIC KINETIC RESOLUTION; ASTERISK-IR COMPLEX; ASYMMETRIC-SYNTHESIS; AMINO-ALCOHOLS; C-H; (HETERO)AROMATIC AMINES; SELECTIVE ALKYLATION; EFFICIENT CATALYSTS; ORGANIC-SYNTHESIS; OXIDATION LEVEL;

D O I：

10.1021/acscatal.6b02959

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：

Here, we present a highly enantioselective synthesis of 1,2-amino alcohols from readily available racemic 1,2-diols through a borrowing hydrogen process. An intriguing acid effect was discovered for this Ru-catalyzed amination reaction, which led to a significant improvement of the stereoselectivity of the process. Preliminary mechanistic studies suggest a scenario of Bronsted acid-assisted dynamic kinetic asymmetric amination of alcohols.

引用

页码：93 / 97

页数：5

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