Stereoselective Synthesis of Fully Substituted β-Lactams via Metal-Organo Relay Catalysis

被引：27
作者：
Chen, Long [1 ]
Wang, Kai [1 ]
Shao, Ying [1 ]
Sun, Jiangtao [1 ]
机构：
[1] Changzhou Univ, Sch Petrochem Engn, Jiangsu Key Lab Adv Catalyt Mat & Technol, Changzhou 213164, Peoples R China
来源：
ORGANIC LETTERS | 2019年 / 21卷 / 10期
基金：
中国国家自然科学基金;
关键词：
ENE-YNE-KETONES; TANDEM REACTION; CARBENE-TRANSFER; ZINC CARBENES; H INSERTION; ALKYNES; ACCESS; CARBONYLATION; ACTIVATION; GENERATION;
D O I：
10.1021/acs.orglett.9b01255
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A novel three-component reaction of N-hydroxyanilines, enynones, and diazo compounds has been developed via a metal-organo relay catalysis, providing highly functionalized beta-lactams containing two quaternary carbon centers in good yields and with excellent diastereoselectivities. This protocol features a sequential reaction of Rh-catalyzed imine formation, Wolff rearrangement, and benzoylquinine-catalyzed Staudinger cyclization using the stable, benign, and readily available N-hydroxyanilines as the N-resources.
引用
收藏
页码：3804 / 3807
页数：4
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