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
收藏
页码：3954 / 3957
页数：4
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