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dc.contributor.advisorTimothy F. Jamison.en_US
dc.contributor.authorGehling, Victor S. (Victor Scott)en_US
dc.contributor.otherMassachusetts Institute of Technology. Dept. of Chemistry.en_US
dc.date.accessioned2008-12-11T18:23:59Z
dc.date.available2008-12-11T18:23:59Z
dc.date.copyright2008en_US
dc.date.issued2008en_US
dc.identifier.urihttp://hdl.handle.net/1721.1/43766
dc.descriptionThesis (Ph. D.)--Massachusetts Institute of Technology, Dept. of Chemistry, 2008.en_US
dc.descriptionVita.en_US
dc.descriptionIncludes bibliographical references.en_US
dc.description.abstractProgress towards the total synthesis of sieboldine A is described. This synthetic approach uses a nickel-catalyzed alkyne-ketone reductive cyclization to form the hydrindane core of the natural product in good yield and with excellent diastereoselectivity about the newly formed tertiary allylic alcohol ... The hydrindane product from this reductive cyclization can be transformed into the tetracyclic N,O-acetal which is two steps removed from the natural product 1. Efforts directed towards completion of the synthesis of 1 via a direct late-stage amine oxidation are presented ...en_US
dc.description.statementofresponsibilityby Victor S. Gehling.en_US
dc.format.extent166 p.en_US
dc.language.isoengen_US
dc.publisherMassachusetts Institute of Technologyen_US
dc.rightsM.I.T. theses are protected by copyright. They may be viewed from this source for any purpose, but reproduction or distribution in any format is prohibited without written permission. See provided URL for inquiries about permission.en_US
dc.rights.urihttp://dspace.mit.edu/handle/1721.1/7582en_US
dc.subjectChemistry.en_US
dc.titleStudies directed towards the total synthesis of (+)-sieboldine Aen_US
dc.typeThesisen_US
dc.description.degreePh.D.en_US
dc.contributor.departmentMassachusetts Institute of Technology. Department of Chemistry
dc.identifier.oclc260326846en_US


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