A new methodology for the total synthesis of mitomycinoid FR900482

dc.contributor.advisorCiufolini, Marco A.en_US
dc.creatorChen, Mingyingen_US
dc.date.accessioned2009-06-04T06:46:56Zen_US
dc.date.available2009-06-04T06:46:56Zen_US
dc.date.issued1998en_US
dc.description.abstractWe describe the application of a novel ene-like reaction developed in our laboratory to the facile preparation of benzazocinone and benzazocenone intermediates of the type 3. Thus, ene-like reaction of 1 with 2-methoxypropene furnished adduct 2. This material underwent tandem intramolecular 1,3-dipolar azide cycloaddition and photolysis of the resulting triazoline to give 3. (DIAGRAM, TABLE OR GRAPHIC OMITTED...PLEASE SEE MAI) The newly developed avenue to these medium-ring heterocycles should be useful in a total synthesis of the antitumor agent, FR900482, 4. A synthesis of the highly substituted aldehyde 6, which could produce intermediates 5 suitable for the ultimate elaboration into 4 by the new chemistry, has also been developed.(DIAGRAM, TABLE OR GRAPHIC OMITTED...PLEASE SEE MAI)en_US
dc.format.extent96 p.en_US
dc.format.mimetypeapplication/pdfen_US
dc.identifier.callnoTHESIS CHEM. 1998 CHENen_US
dc.identifier.citationChen, Mingying. "A new methodology for the total synthesis of mitomycinoid FR900482." (1998) Master’s Thesis, Rice University. <a href="https://hdl.handle.net/1911/17160">https://hdl.handle.net/1911/17160</a>.en_US
dc.identifier.urihttps://hdl.handle.net/1911/17160en_US
dc.language.isoengen_US
dc.rightsCopyright is held by the author, unless otherwise indicated. Permission to reuse, publish, or reproduce the work beyond the bounds of fair use or other exemptions to copyright law must be obtained from the copyright holder.en_US
dc.subjectOrganic chemistryen_US
dc.titleA new methodology for the total synthesis of mitomycinoid FR900482en_US
dc.typeThesisen_US
dc.type.materialTexten_US
thesis.degree.departmentChemistryen_US
thesis.degree.disciplineNatural Sciencesen_US
thesis.degree.grantorRice Universityen_US
thesis.degree.levelMastersen_US
thesis.degree.nameMaster of Artsen_US
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