Synthesis of Trifluoromethyl-Containing Vicinal Diamines by Asymmetric Decarboxylative Mannich Addition Reactions

被引：36

作者：

Wu, Lingmin ^{[1
]}

Xie, Chen ^{[1
]}

Mei, Haibo ^{[1
]}

Dai, Yanling ^{[1
]}

Han, Jianlin ^{[1
]}

Sooshonok, Vadim A. ^{[2
,3
]}

Pan, Yi ^{[1
]}

机构：

[1] Nanjing Univ, State Key Lab Coordinat Chem, Sch Chem & Chem Engn, Nanjing 210093, Jiangsu, Peoples R China

[2] Univ Basque Country UPV EHU, Dept Organ Chem 1, Fac Chem, San Sebastian 20018, Spain

[3] Basque Fdn Sci, IKERBASQUE, Bilbao 48011, Spain

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2015年 / 80卷 / 06期

基金：

中国国家自然科学基金;

关键词：

GLYCINE SCHIFF-BASES; STEREOSELECTIVE-SYNTHESIS; ALPHA; BETA-DIAMINO ACIDS; AMINATIVE UMPOLUNG; FLUORINE CHEMISTRY; DERIVATIVES; EFFICIENT; ESTERS; IMINES; DIASTEREOSELECTIVITY;

D O I：

10.1021/acs.joc.5b00124

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Herein is reported a study of asymmetric decarboxylative Mannich addition reactions between (S-s)-N-t-butylsulfinyl-3,3,3-trifluoroacetaldimine and Schiff bases derived from various aldehydes and lithium 2,2-diphenylglycinate. These reactions proceed with excellent diastereoselectivities and good chemical yields, providing a practical method for preparation of trifluoromethyl-containing vicinal diamines. The procedures can be conducted under convenient conditions, rendering this approach of high synthetic value.

引用

页码：3187 / 3194

页数：8

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