Frustrated Lewis Acid/Bronsted Base Catalysts for Direct Enantioselective α-Amination of Carbonyl Compounds

被引：95

作者：

Shang, Ming ^{[1
]}

Wang, Xiaoxu ^{[1
]}

Koo, Seung Moh ^{[1
]}

Youn, Jennifer ^{[1
]}

Chan, Jessica Z. ^{[1
]}

Yao, Wenzhi ^{[1
]}

Hastings, Brian T. ^{[1
]}

Wasa, Masayuki ^{[1
]}

机构：

[1] Boston Coll, Dept Chem, Merkert Chem Ctr, Chestnut Hill, MA 02467 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2017年 / 139卷 / 01期

关键词：

FREE ASYMMETRIC HYDROGENATION; SILYL ENOL ETHERS; AMINO-ACIDS; 1,3-DICARBONYL COMPOUNDS; ENAMINE CATALYSIS; PHOSPHORIC-ACID; BOND DONORS; C-N; KETONES; PAIRS;

D O I：

10.1021/jacs.6b11908

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A method for enantioselective direct aamination reaction catalyzed by a sterically "frustrated" Lewis acid/Bronsted base complex is disclosed. Cooperative functioning of the Lewis acid and Bronsted base components gives rise to in situ enolate generation from monocarbonyl compounds. Subsequent reaction with hydrogen-bond activated dialkyl azodicarboxylates delivers alpha-aminocarbonyl compounds in high enantiomeric purity.

引用

页码：95 / 98

页数：4

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