Concise synthesis of the C-1–C-12 fragment of amphidinolides T1–T5

Clark, J.S. , Labre, F. and Thomas, L.H. (2011) Concise synthesis of the C-1–C-12 fragment of amphidinolides T1–T5. Organic and Biomolecular Chemistry, 9, pp. 4823-4830. (doi: 10.1039/c1ob05130j)

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Publisher's URL: http://dx.doi.org/10.1039/C1OB05130J

Abstract

The C-1-C-12 segment of the amphidinolides T1-T5 has been synthesised in an efficient manner. The key transformations are highly diastereoselective rearrangement of an oxonium ylide, or metal-bound ylide equivalent, produced by intramolecular reaction of a copper carbenoid with an allylic ether, and macrocyclic fragment coupling by one-pot ring-closing metathesis and hydrogenation.

Item Type:Articles
Status:Published
Refereed:Yes
Glasgow Author(s) Enlighten ID:Clark, Professor Stephen
Authors: Clark, J.S., Labre, F., and Thomas, L.H.
Subjects:Q Science > QD Chemistry
College/School:College of Science and Engineering > School of Chemistry
Journal Name:Organic and Biomolecular Chemistry
ISSN:1477-0520
ISSN (Online):1477-0539
Published Online:20 April 2011

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