Silver-Mediated Trifluoromethoxylation of Aryl Nucleophiles and Synthesis of 3-Deoxy-3-Fluoromorphine

Silver-Mediated Trifluoromethoxylation of Aryl Nucleophiles and Synthesis of 3-Deoxy-3-Fluoromorphine

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Silver-Mediated Trifluoromethoxylation of Aryl Nucleophiles and Synthesis of 3-Deoxy-3-Fluoromorphine

dc.contributor.advisor	Ritter, Tobias
dc.contributor.author	Liang, Theresa
dc.date.accessioned	2012-11-14T14:19:09Z
dc.date.issued	2012-11-14
dc.date.submitted	2012
dc.identifier.other	http://dissertations.umi.com/gsas.harvard:10547	en
dc.identifier.uri	http://nrs.harvard.edu/urn-3:HUL.InstRepos:9904007
dc.description.abstract	Fluorine incorporation has become increasingly important in pharmaceutical applications. Upon fluorination and incorporation of fluorinated moieties such as trifluoromethoxy groups, many small molecules become more bioavailable and metabolically stable and additionally can better cross the blood-brain-barrier. This thesis describes the development of a method mediated by silver salts for the synthesis of pharmaceutical-like trifluoromethoxylated compounds via \(C-OCF_3\) bond formation. Additionally the synthesis of 3-deoxy-3-fluoromorphine via late-stage fluorination of morphine is described as well as in vitro and in vivo evaluation of 3-deoxy-3-fluoromorphine as a potential analgesic.	en_US
dc.description.sponsorship	Chemistry and Chemical Biology	en_US
dc.language.iso	en_US	en_US
dash.license	LAA
dc.subject	antinociception	en_US
dc.subject	aryl trifluoromethyl ethers	en_US
dc.subject	cross-coupling	en_US
dc.subject	fluorinated morphine	en_US
dc.subject	silver-mediated	en_US
dc.subject	trifluoromethoxylation	en_US
dc.subject	chemistry	en_US
dc.title	Silver-Mediated Trifluoromethoxylation of Aryl Nucleophiles and Synthesis of 3-Deoxy-3-Fluoromorphine	en_US
dc.type	Thesis or Dissertation	en_US
dash.depositing.author	Liang, Theresa
dc.date.available	2012-11-14T14:19:09Z
thesis.degree.date	2012	en_US
thesis.degree.discipline	Chemistry	en_US
thesis.degree.grantor	Harvard University	en_US
thesis.degree.level	doctoral	en_US
thesis.degree.name	Ph.D.	en_US
dc.contributor.committeeMember	Jacobsen, Eric	en_US
dc.contributor.committeeMember	Betley, Theodore	en_US