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Borylations and Silylations of Alkenyl and Alkynyl Carbonyl Compounds Employing a Mild and Environmentally Friendly Cu(II) Catalyst

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dc.contributor.authorCalderone, Joseph Anthony IIIen
dc.contributor.committeechairSantos, Webster L.en
dc.contributor.committeememberTanko, James M.en
dc.contributor.committeememberGandour, Richard D.en
dc.contributor.departmentChemistryen
dc.date.accessioned2014-04-26T08:00:09Zen
dc.date.available2014-04-26T08:00:09Zen
dc.date.issued2014-04-25en
dc.description.abstractAn environmentally friendly, operationally simple copper-amine catalyst system is disclosed. Using this catalyst system, electron deficient alkenes and alkynes with diverse functional groups are borylated and silylated in high yields and with short reaction times. In the case of electron deficient alkynes the identity of the electron withdrawing group controlled diastereoselectivity. Esters and amides exclusively form E-product, while aldehydes and ketones favor Z-product. Mechanistic insights into the catalytic cycle as well as origin of diastereoselectivity are discussed.en
dc.description.degreeMaster of Scienceen
dc.format.mediumETDen
dc.identifier.othervt_gsexam:2706en
dc.identifier.urihttp://hdl.handle.net/10919/47723en
dc.publisherVirginia Techen
dc.rightsIn Copyrighten
dc.rights.urihttp://rightsstatements.org/vocab/InC/1.0/en
dc.subjectCopper Catalysisen
dc.subjectSilylationen
dc.subjectBorylationen
dc.subjectGreen Chemistryen
dc.subjectSynthetic Methodologyen
dc.titleBorylations and Silylations of Alkenyl and Alkynyl Carbonyl Compounds Employing a Mild and Environmentally Friendly Cu(II) Catalysten
dc.typeThesisen
thesis.degree.disciplineChemistryen
thesis.degree.grantorVirginia Polytechnic Institute and State Universityen
thesis.degree.levelmastersen
thesis.degree.nameMaster of Scienceen

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