Synthesis of the C‑18-C-34 fragment of amphidinolides C, C2, and C3

Clark, S. , Guang, Y. and Osnowski, A. (2013) Synthesis of the C‑18-C-34 fragment of amphidinolides C, C2, and C3. Organic Letters, 15(7), pp. 1464-1467. (doi:10.1021/ol400482j)

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Abstract

The C-18-C-34 fragment of amphidinolides C, C2, and C3 and the C-18-C-29 fragment of amphidinolide F have been constructed from a trans-2,5-disubstituted dihydrofuran. This key intermediate was prepared from a dihydrofuranone formed by diastereoselective rearrangement of a free or metal-bound oxonium ylide generated from a metal carbenoid. The side chains found in amphidinolides C and F were introduced using Sonogashira coupling reactions

Item Type:Articles
Status:Published
Refereed:Yes
Glasgow Author(s) Enlighten ID:Clark, Professor Stephen
Authors: Clark, S., Guang, Y., and Osnowski, A.
Subjects:Q Science > QD Chemistry
College/School:College of Science and Engineering > School of Chemistry
Research Group:Clark Research Group
Journal Name:Organic Letters
Journal Abbr.:Org. Lett.
Publisher:American Chemical Society
ISSN:1523-7060
ISSN (Online):1523-7052
Published Online:25 March 2013
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