Total synthesis of (-)-tantazole B. Total synthesis of (+,-)-FR900482

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dc.contributor.advisorFukuyama, Tohru
dc.creatorXu, Lianhong
dc.date.accessioned2009-06-04T00:18:46Z
dc.date.available2009-06-04T00:18:46Z
dc.date.issued1993
dc.description.abstractTantazole B is a newly isolated tolytoxin. FR900482 is a recently isolated potent antitumor antibiotic. They both have novel structural features which present challenges to the synthetic chemists. The first total synthesis and structure revision of ($-$)-tantazole B is described herein. A convergent methodology is developed and could be applied to the synthesis of the other members of oxazole/thiazoline family.(DIAGRAM, TABLE OR GRAPHIC OMITTED...PLEASE SEE DAI) The first and, to date, only total synthesis of $(\pm)$-FR900482 is also described here. The stereocontrolled total synthesis of FR900482 features a facile construction of the 8-membered intermediate through reductive amination, stereospecific hydroxymethyla-tion and efficient oxidation of the amine to the hydroxylamine.
dc.format.extent246 p.en_US
dc.format.mimetypeapplication/pdf
dc.identifier.callnoThesis Chem. 1993 Xu
dc.identifier.citationXu, Lianhong. "Total synthesis of (-)-tantazole B. Total synthesis of (+,-)-FR900482." (1993) Diss., Rice University. <a href="https://hdl.handle.net/1911/16691">https://hdl.handle.net/1911/16691</a>.
dc.identifier.urihttps://hdl.handle.net/1911/16691
dc.language.isoeng
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.
dc.subjectOrganic chemistry
dc.titleTotal synthesis of (-)-tantazole B. Total synthesis of (+,-)-FR900482
dc.typeThesis
dc.type.materialText
thesis.degree.departmentChemistry
thesis.degree.disciplineNatural Sciences
thesis.degree.grantorRice University
thesis.degree.levelDoctoral
thesis.degree.nameDoctor of Philosophy
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