Cross-Dehydrogenative Coupling Reactions by Transition-Metal and Aminocatalysis for the Synthesis of Amino Acid Derivatives

被引:236
作者
Xie, Jin [1 ]
Huang, Zhi-Zhen [1 ,2 ]
机构
[1] Nanjing Univ, Coll Chem & Chem Engn, Key Lab Mesoscop Chem, MOE, Nanjing 210093, Peoples R China
[2] Nankai Univ, State Key Lab Elementoorgan Chem, Tianjin 300071, Peoples R China
基金
中国国家自然科学基金;
关键词
amino acids; C-H activation; cooperative catalysis; cross-coupling; organocatalysis; C-H BONDS; CATALYZED OXIDATIVE CYANATION; MANNICH-TYPE REACTION; HYDROGEN-PEROXIDE; TERTIARY-AMINES; GLYCINE DERIVATIVES; ALLYLIC ALKYLATION; SODIUM-CYANIDE; BENZYL ETHERS; ARYL HALIDES;
D O I
10.1002/anie.201004940
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The direct approach: The title coupling reactions of N-aryl glycine esters with unmodified ketones occurred smoothly in the presence of tert-butyl hydroperoxide (TBHP) or 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) under mild conditions (see scheme). The oxidant used for C-H activation determined the selectivity of the reactions for a particular type of ketone substrate. Copyright © 2010 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码:10181 / 10185
页数:5
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