Gold-Catalyzed Intermolecular Formal [4+2+2]-Cycloaddition of Anthranils with Allenamides

被引：25
|
作者：
Wang, Cheng [1 ]
Xu, Guangyang [1 ]
Shao, Ying [1 ]
Tang, Shengbiao [1 ]
Sun, Jiangtao [1 ]
机构：
[1] Changzhou Univ, Jiangsu Key Lab Adv Catalyt Mat & Technol, Sch Petrochem Engn, Changzhou 213164, Peoples R China
来源：
ORGANIC LETTERS | 2020年 / 22卷 / 15期
关键词：
N-ALLENYL AMIDES; CYCLOADDITION; ACCESS; CYCLOPROPANES; ANNULATIONS; INDOLES; ALKENES; ETHERS;
D O I：
10.1021/acs.orglett.0c02083
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The construction of eight-membered rings is a challenging issue due to unfavorable transannular strain and entropic barriers. We report herein a gold-catalyzed formal [4 + 2 + 2] cycloaddition reaction of anthranils with allenamides to deliver oxa bridged eight-membered heterocycles in accepted yields with unique E/Z configuration. Moreover, the asymmetric [4 + 2 + 2] cycloaddition by using chiral phosphoramidite gold catalyst has also been conducted.
引用
收藏
页码：5990 / 5994
页数：5
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