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 CreatorsORCiD
Khan, Faiz AhmedUNSPECIFIED
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://raiith.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/
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