Total synthesis of a novel oxa-bowl natural product paracaseolide A via a 'putative' biomimetic pathway

Vasamsetty, L and Khan, Faiz Ahmed and Mehta, G (2013) Total synthesis of a novel oxa-bowl natural product paracaseolide A via a 'putative' biomimetic pathway. Tetrahedron Letters, 54 (27). pp. 3522-3525. ISSN 0040-4039

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Abstract

A total synthesis of bioactive tetracyclic natural product paracaseolide A, embodying an architecturally unusual oxa-bowl framework, has been accomplished from commercially available 5-methyl-2-furfural. The key step involving a thermal [4+2]-dimerization of an appropriately crafted 5-methyl-3- alkenylbutenolide is shown to proceed in a stepwise manner

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IITH Creators:
IITH CreatorsORCiD
Khan, Faiz AhmedUNSPECIFIED
Item Type: Article
Uncontrolled Keywords: 3-Alkenylbutenolide; [4+2]-Type dimerization; Biomimetic; Singlet oxygen; Suzuki coupling
Subjects: Chemistry
Divisions: Department of Chemistry
Depositing User: Team Library
Date Deposited: 29 Nov 2014 08:53
Last Modified: 21 Sep 2017 07:21
URI: http://raiithold.iith.ac.in/id/eprint/1059
Publisher URL: https://doi.org/10.1016/j.tetlet.2013.04.097
OA policy: http://www.sherpa.ac.uk/romeo/issn/0040-4039/
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