Synthetic studies on amphidinolide B1.

Org Lett

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

Published: February 2006

[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.

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Source
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC2507747PMC
http://dx.doi.org/10.1021/ol052620gDOI Listing

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