Total Synthesis of Enisorine D and its Analogues

Shashi, Shashi and Hussain, Mulla Althafh and Khan, Faiz Ahmed (2019) Total Synthesis of Enisorine D and its Analogues. Synthesis. ISSN 0039-7881

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Abstract

The first total synthesis of enisorine D, a natural product isolated from the marine sponge Iotrochota cf. iota, is described in 64% overall yield. The target molecule, which is an inhibitor of T3SS-dependent Yope secretion of Y. pseudotuberculosis, is achieved in seven linear steps from tyramine via simple and effective transformations that include bromination, acylation, alkylation, azidation, reduction and routine acid–amine coupling. A total of sixteen analogues are prepared by coupling with eight different cinnamic acids, two bromopyrrole carboxylic acids, five phenyl carboxylic acids and picolinic acid.

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IITH Creators:	IITH Creators ORCiD Khan, Faiz Ahmed UNSPECIFIED
Item Type:	Article
Subjects:	Chemistry
Divisions:	Department of Chemistry
Depositing User:	Library Staff
Date Deposited:	30 Sep 2019 08:30
Last Modified:	30 Sep 2019 08:30
URI:	http://raiithold.iith.ac.in/id/eprint/6433
Publisher URL:	http://doi.org/10.1055/s-0039-1690025
Related URLs:	Google Scholar

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