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Synthetic studies on (-) lemonomycin: construction of the tetracyclic core

dc.contributor.authorJiménez-Somarribas, Alberto, author
dc.contributor.authorWilliams, Robert M., advisor
dc.contributor.authorWood, John L., committee member
dc.contributor.authorShi, Yian, committee member
dc.contributor.authorLadanyi, Branka M., committee member
dc.contributor.authorCrick, Dean C., committee member
dc.date.accessioned2007-01-03T06:08:57Z
dc.date.available2007-01-03T06:08:57Z
dc.date.issued2013
dc.description.abstractDocumented herein are efforts towards the asymmetric total synthesis of (-)-lemonomycin, a member of the tetrahydroisoquinoline antitumor antibiotics family of natural products. We describe a concise route for the assembly of the tetracyclic core of this molecule, which involves a Pictet-Spengler reaction for the construction of the tetrahydroisoquinoline fragment and an azomethine ylide [3+2] dipolar cycloaddition for the construction of the diazabicyclo[3.2.1]octane ring system. The above-described synthetic efforts, while not totally successful, provide the basis for the future completion of the total synthesis of this natural product and other related compounds.
dc.format.mediumborn digital
dc.format.mediumdoctoral dissertations
dc.identifierJimenez_colostate_0053A_11991.pdf
dc.identifierETDF2013500353CHEM
dc.identifier.urihttp://hdl.handle.net/10217/80986
dc.languageEnglish
dc.language.isoeng
dc.publisherColorado State University. Libraries
dc.relation.ispartof2000-2019
dc.rightsCopyright and other restrictions may apply. User is responsible for compliance with all applicable laws. For information about copyright law, please see https://libguides.colostate.edu/copyright.
dc.subject[3+2] dipolar cycloaddition
dc.subjectPictet-Spengler reaction
dc.subjectLemonomycin
dc.subjectasymmetric synthesis
dc.titleSynthetic studies on (-) lemonomycin: construction of the tetracyclic core
dc.typeText
dcterms.rights.dplaThis Item is protected by copyright and/or related rights (https://rightsstatements.org/vocab/InC/1.0/). You are free to use this Item in any way that is permitted by the copyright and related rights legislation that applies to your use. For other uses you need to obtain permission from the rights-holder(s).
thesis.degree.disciplineChemistry
thesis.degree.grantorColorado State University
thesis.degree.levelDoctoral
thesis.degree.nameDoctor of Philosophy (Ph.D.)

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