Synthesis of wilsoniamines A and B

Khan, Faiz Ahmed and Ahmad, S (2013) Synthesis of wilsoniamines A and B. Tetrahedron Letters, 54 (23). pp. 2996-2998. ISSN 0040-4039

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Abstract

A two-step synthesis of marine origin brominated alkaloids wilsoniamines A (1) and B (2), isolated from Australian bryozoan Amathia wilsoni Kirkpatrick, possessing a novel hexahydro-1H-pyrrolo[1,2-c]imidazol-1-one ring system is described. The core hexahydro-1H-pyrrolo[1,2-c]imidazol-1-one ring systems is constructed through a condensation reaction between (2,4,6-tribromo-3- methoxyphenyl)acetaldehyde and (S)-N-methylpyrrolidine-2-carboxamide as key steps. The orientation of substituted benzyl side-chain in the two epimeric natural products was controlled by carrying out the key condensation reaction under kinetic or thermodynamic conditions

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IITH Creators:	IITH Creators ORCiD Khan, Faiz Ahmed UNSPECIFIED
Item Type:	Article
Uncontrolled Keywords:	Amathia wilsoni; Condensation; Quaternization; Wilsoniamine
Subjects:	Chemistry
Divisions:	Department of Chemistry
Depositing User:	Team Library
Date Deposited:	29 Nov 2014 09:23
Last Modified:	21 Sep 2017 07:20
URI:	http://raiithold.iith.ac.in/id/eprint/1062
Publisher URL:	https://doi.org/10.1016/j.tetlet.2013.03.122
OA policy:	http://www.sherpa.ac.uk/romeo/issn/0040-4039/
Related URLs:	Google Scholar

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