Studies directed toward the synthesis of the B-type amphidinolide natural products using nickel-catalyzed reductive couplings of enynes and carbonyl compounds
Author(s)
Lauer, Andrew M. (Andrew Michael)
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Massachusetts Institute of Technology. Dept. of Chemistry.
Advisor
Timothy F. Jamison.
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Progress coupling of substrates, toward the total synthesis of amphidinolide B1 is described. The reductive 1,3-eynes and ketones was explored. It was found to work well with simple but failed to yield intermediates toward amphidinolide B1 [images] ... The coupling of 1,3-enyne and aldehyde fragments toward the synthesis of amphidinolides G3 and H4 is also described. The entire carbon skeleton of these natural products has been prepared from this coupling and a subsequent installation of a methyl group using an indium based reagent ... [images].
Description
Thesis (Ph. D.)--Massachusetts Institute of Technology, Dept. of Chemistry, 2010. Vita. Cataloged from PDF version of thesis. Includes bibliographical references.
Date issued
2010Department
Massachusetts Institute of Technology. Department of ChemistryPublisher
Massachusetts Institute of Technology
Keywords
Chemistry.