Titanium-Mediated Carbometallation of Homoallylic Alcohols

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dc.contributor.advisorReady, Joseph M.en
dc.creatorPeng, Boen
dc.date.accessioned2012-07-20T20:05:20Z
dc.date.available2012-07-20T20:05:20Z
dc.date.issued2012-07-20
dc.description.abstractAddition of zinc dichloride as an additive allows for the titanium-mediated carbometalation of homoallylic alcohols with Grignard reagents. The zinc dichloride additive successfully inhibits the B-hydride elimination of the titanium intermediate. The unsaturated products are obtained in up to 90 percent yield and up to >20 to 1 ratio of the carbometallation to oxidative arylation products. Subsequent electrophilic trapping is possible with elemental halides to yield the respective halohydrin products or oxidation to yield the diol products. The reaction is tolerant of both alkyl and aryl substituents on the homoallylic alcohol. This reaction allows ready access to unsaturated secondary alcohols or further functionalized products from an initial homoallylic alcohol.en
dc.identifier.oclc811256150
dc.identifier.urihttps://hdl.handle.net/2152.5/1036
dc.language.isoenen
dc.subjectBiochemistryen
dc.subjectAlcoholsen
dc.subjectCatalysisen
dc.titleTitanium-Mediated Carbometallation of Homoallylic Alcoholsen
dc.typeThesisen
dc.type.materialTexten
thesis.date.available2014-01-14
thesis.degree.departmentGraduate School of Biomedical Sciencesen
thesis.degree.disciplineBiological Chemistryen
thesis.degree.grantorUT Southwestern Medical Centeren
thesis.degree.levelMastersen
thesis.degree.nameMaster of Scienceen

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