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Total synthesis of amphidinolactone A

Pradhan, Tapas R. ORCID: https://orcid.org/0000-0003-1480-7799 and Mohapatra, Debendra K. 2012. Total synthesis of amphidinolactone A. Tetrahedron: Asymmetry 23 (9) , pp. 709-715. 10.1016/j.tetasy.2012.04.019

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Abstract

A convergent total synthesis of amphidinolactone A has been achieved, the longest linear sequence being 17 steps with 15.2% overall yield, using a ring-closing metathesis reaction as the macrolactonization step. The RCM precursor was obtained by the union of acid and alcohol fragments derived from (R)-epichlorohydrin and propane-1,3-diol, respectively. The side chain was incorporated following a Wittig reaction to exclusively obtain the cis-isomer.

Item Type: Article
Date Type: Publication
Status: Published
Schools: Chemistry
Publisher: Elsevier
ISSN: 0957-4166
Date of Acceptance: 27 April 2012
Last Modified: 16 May 2024 01:40
URI: https://orca.cardiff.ac.uk/id/eprint/165586

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