Aerobic Copper-Catalyzed Alkene Oxyamination for Amino Lactone Synthesis

被引:58
|
作者
Wu, Fan [1 ]
Stewart, Scott [1 ]
Ariyarathna, Jeewani Poornima [1 ]
Li, Wei [1 ]
机构
[1] Univ Toledo, Sch Green Chem & Engn, Dept Chem & Biochem, 2801 West Bancroft St, Toledo, OH 43606 USA
来源
ACS CATALYSIS | 2018年 / 8卷 / 03期
关键词
copper catalysis; aerobic oxidation; alkene oxyamination; amino lactone; electron-rich amines; ELECTROPHILIC AMINATION; STEREOSELECTIVE-SYNTHESIS; INTRAMOLECULAR AMINOOXYGENATION; AMINOHYDROXYLATION; RING; CARBOETHERIFICATION; AMINOACETOXYLATION; AZIRIDINATION; DIAMINATION; DERIVATIVES;
D O I
10.1021/acscatal.7b04060
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
A convenient alkene oxyamination compatible with a wide range of alkenoic acids and electron-rich amines is accomplished via aerobic copper catalysis. The synthetic value of this protocol is highlighted with the stereoselective formation of complex amino lactone products. In addition, product derivatizations to privileged nitrogen heterocycles have also been demonstrated via simple reduction methods. The reaction is proposed to proceed through a copper-catalyzed iodolactonization process.
引用
收藏
页码:1921 / 1925
页数:9
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