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Synthetic studies on amphidinolide B1
Authors:Mandal Amit K  Schneekloth John S  Kuramochi Kouji  Crews Craig M
Affiliation: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.
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