Phosphine-Catalyzed Internal Redox [4+2] Annulation between 1,4-Enynoates and Electron-Deficient Alkenes

被引：9
|
作者：
Li, Dongqiu [1 ,2 ]
Cheng, Fang [1 ,2 ]
Tang, Yuhai [1 ,2 ]
Li, Jing [1 ,2 ]
Li, Yang [1 ,2 ]
Jiao, Jiao [1 ,2 ]
Xu, Silong [1 ,2 ]
机构：
[1] Xi An Jiao Tong Univ, Sch Chem, Xian 710049, Peoples R China
[2] Xi An Jiao Tong Univ, Xian Key Lab Sustainable Energy Mat Chem, Xian 710049, Peoples R China
来源：
ORGANIC LETTERS | 2021年 / 23卷 / 23期
基金：
中国国家自然科学基金;
关键词：
SEQUENTIAL ANNULATION; ALLENOATES; CYCLOADDITION; EFFICIENT; MICHAEL; OLEFINS; ACCESS;
D O I：
10.1021/acs.orglett.1c03206
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Herein we describe a phosphine-catalyzed internal redox [4 + 2] annulation of 1,4-enynoates with electron-deficient alkenes, in which the gamma- and phi-C(sp(3)) - H of the enynoates are formally oxidized for the annulation while the alkynyl moiety is converted to an alkene. The reaction offers an efficient synthesis of highly functionalized cyclohexenes in moderate to good yields with exclusive regioselectivity and high diastereoselectivity under mild conditions.
引用
收藏
页码：9030 / 9035
页数：6
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