Total syntheses of amphidinolides T1, T3, and T4

Clark, J.S. and Romiti, F. (2013) Total syntheses of amphidinolides T1, T3, and T4. Angewandte Chemie (International Edition), 52(38), pp. 10072-10075. (doi:10.1002/anie.201305467)

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Publisher's URL: http://dx.doi.org/10.1002/anie.201305467

Abstract

Concise and high-yielding total syntheses of amphidinolides T1, T3, and T4 have been completed using an alkynyl macrolactone as a common late-stage intermediate. The required α-hydroxy ketone motif was installed by sequential alkyne hydrosilylation, epoxidation, and Fleming-Tamao oxidation. An oxonium ylide rearrangement formed the trisubstituted tetrahydrofuran core found in the natural products.

Item Type:Articles
Status:Published
Refereed:Yes
Glasgow Author(s) Enlighten ID:Clark, Professor Stephen and Romiti, Mr Filippo
Authors: Clark, J.S., and Romiti, F.
College/School:College of Science and Engineering > School of Chemistry
Journal Name:Angewandte Chemie (International Edition)
Journal Abbr.:Angew. Chem. Int. Ed. Engl.
Publisher:Wiley - V C H Verlag GmbH & Co. KGaA
ISSN:1433-7851
ISSN (Online):1521-3773

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