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Org Lett. 2007 Aug 2;9(16):3001-4. Epub 2007 Jul 7.

Synthesis of the C3-C18 fragment of amphidinolides G and H.

Author information

1
Department of Chemistry, Yale University, New Haven, Connecticut 06520-8103, USA.

Abstract

A synthesis of an amphidinolides G and H C3-C18 subunits is reported. The C10-C18 segment 4 was prepared by a Negishi cross-coupling, whereas the synthesis of the C3-C9 fragment 5 employed an asymmetric cyanosilylation as the key step. The two segments were coupled by lithiation of iodide 4 and trapping of the anion with amide 5. The allylic epoxide moiety could be synthesized from the protected anti- mesylate 22.

PMID:
17616200
PMCID:
PMC2583364
DOI:
10.1021/ol071024e
[Indexed for MEDLINE]
Free PMC Article

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