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Org Lett. 2006 Feb 2;8(3):427-30.

Synthetic studies on amphidinolide B1.

Author information

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

Abstract

[structure: see text]. The syntheses of three fragments, 2, 3, and 4, of amphidinolide B1 have been accomplished. The 1,3-isomerization of allylic alcohol 10 was accomplished via rhenium oxo catalysis and has been applied successfully in the synthesis. (-)-MIB-catalyzed asymmetric vinylzinc addition to aldehyde 31 and the regio- and stereoselective epoxidation of unsymmetrical divinyl methanol 32 were key steps.

PMID:
16435851
PMCID:
PMC2507747
DOI:
10.1021/ol052620g
[Indexed for MEDLINE]
Free PMC Article

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