Rhodium-Catalyzed Asymmetric Dearomative [4+3]-Cycloaddition of Vinylindoles with Vinyldiazoacetates: Access to Cyclohepta[b]indoles

被引：39

作者：

Xu, Guangyang ^{[1
]}

Chen, Long ^{[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 | 2018年 / 20卷 / 11期

基金：

中国国家自然科学基金;

关键词：

CYCLOPROPANATION COPE REARRANGEMENT; ENANTIOSELECTIVE SYNTHESIS; 4+3 CYCLOADDITION; H FUNCTIONALIZATION; INDOLES; DIRHODIUM(II); CONSTRUCTION; TRANSFORMATIONS; DECOMPOSITION; DIENES;

D O I：

10.1021/acs.orglett.8b01353

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A rhodium-catalyzed enantioselective formal [4 + 3]-cydoaddition of vinylindoles with vinyldiazoacetates has been developed, affording the dearomative cyclization products containing a newly formed seven-membered ring in up to 99% ee. Rh-2(S-DOSP)(4) has been proven to be the best catalyst for the cycloaddition of 3-vinylindoles with vinyldiazoacetates, whereas Rh-2(S-TCPTTL)(4) has enhanced the enantioselectivity for 2-vinylindoles.

引用

页码：3408 / 3412

页数：5

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