Diastereoselective Synthesis of Functionalized Tetrahydrocarbazoles via a Domino-Ring Opening-Cyclization of Donor-Acceptor Cyclopropanes with Substituted 2-Vinylindoles

被引：91

作者：

Talukdar, Ranadeep ^{[1
]}

Tiwari, Deo Prakash ^{[1
]}

Saha, Amrita ^{[1
]}

Ghorai, Manas K. ^{[1
]}

机构：

[1] Indian Inst Technol, Dept Chem, Kanpur 208016, Uttar Pradesh, India

来源：

ORGANIC LETTERS | 2014年 / 16卷 / 15期

关键词：

DIELS-ALDER REACTIONS; ENANTIOSELECTIVE SYNTHESIS; DERIVATIVES; ALKALOIDS; POTENT; ROUTE; CYCLOADDITIONS; HYDROARYLATION; REARRANGEMENT; SEQUENCE;

D O I：

10.1021/ol501763n

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new domino synthetic approach for the synthesis of highly functionalized tetrahydrocarbazoles via DROC of various functionalized DA-cyclopropanes with 2-indolylnitroethylene and indole-substituted alkylidene malonate is described. The tetrahydrocarbazoles were obtained with excellent diastereoselectivity having cis alignment of the 1,4-appendages across the six-membered carbocydic ring.

引用

页码：3954 / 3957

页数：4

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