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

Talukdar, Ranadeep ; Tiwari, Deo Prakash ; Saha, Amrita ; Ghorai, Manas K. (2014) Diastereoselective Synthesis of Functionalized Tetrahydrocarbazoles via a Domino-Ring Opening–Cyclization of Donor–Acceptor Cyclopropanes with Substituted 2-Vinylindoles Organic Letters, 16 (15). pp. 3954-3957. ISSN 1523-7060

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Official URL: http://doi.org/10.1021/ol501763n

Related URL: http://dx.doi.org/10.1021/ol501763n

Abstract

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 carbocyclic ring.

Item Type:Article
Source:Copyright of this article belongs to American Chemical Society.
ID Code:117108
Deposited On:15 Apr 2021 08:15
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