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
收藏
页码：3187 / 3194
页数：8
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