Issue 22, 2009
From the journal:

Organic & Biomolecular Chemistry

Efficient synthesis of the C7-C20 subunit of amphidinolides C and F†

Subham Mahapatraa  and  Rich G. Carter*a  

* Corresponding authors

a Department of Chemistry, Oregon State University, 153 Gilbert Hall, Corvallis, USA
E-mail: rich.carter@oregonstate.edu
Fax: +1 541-737-9496
Tel: +1 541-737-9486

Abstract

Synthesis of the C7-C20 subunit of amphidinolides C and F has been accomplished utilizing a Me3Al-mediated ring opening of a vinyl iodide/allylic epoxide to establish the C12,13anti stereochemistry, an organolithium coupling/olefination sequence to construct the C9-C11 diene moiety and a sulfone alkylation/hydroxylation strategy to join the C7-C14 and C15-C20 fragments.

Graphical abstract: Efficient synthesis of the C7-C20 subunit of amphidinolides C and F

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Article information

DOI
https://doi.org/10.1039/B916744G
Article type
Communication
Submitted
13 Aug 2009
Accepted
07 Sep 2009
First published
16 Sep 2009

Org. Biomol. Chem., 2009,7, 4582-4585

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Efficient synthesis of the C7-C20 subunit of amphidinolides C and F

S. Mahapatra and R. G. Carter, Org. Biomol. Chem., 2009, 7, 4582 DOI: 10.1039/B916744G

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