Rhodium catalysed 1,4-addition of N-Boc-indol-3-ylboronic acid to α,β-unsaturated carbonyls

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dc.check.chapterOfThesisN/Aen
dc.check.date2029-12-31
dc.contributor.advisorMcGlacken, Gerard
dc.contributor.authorO'Driscoll, Conor C.en
dc.contributor.funderIrish Research Council for Science, Engineering and Technology
dc.date.accessioned2024-09-18T12:42:19Z
dc.date.available2024-09-18T12:42:19Z
dc.date.issued2024
dc.date.submitted2024
dc.description.abstractIn recent years, work within the McGlacken group has focused on the asymmetric conjugate additions of indole boronic acids. The work presented in this thesis is concerned with the exploration of the asymmetric rhodium-catalysed conjugate addition of indol-3-ylboronic acids to α,β-unsaturated carbonyl compounds. Optimisation studies towards the asymmetric addition of N-Boc-indol-3-ylboronic acid to 2-cyclohexen-1-one are described herein. With the optimised reaction conditions, a variety of substrates was explored and the synthesis of a number of novel compounds is described. Modest yields of up to 39% were achieved, with excellent enantioselectivities of up to 96%.en
dc.description.statusNot peer revieweden
dc.description.versionAccepted Versionen
dc.format.mimetypeapplication/pdfen
dc.identifier.citationO'Driscoll, C. C. 2024. Rhodium catalysed 1,4-addition of N-Boc-indol-3-ylboronic acid to α,β-unsaturated carbonyls. MRes Thesis, University College Cork.
dc.identifier.endpage54
dc.identifier.urihttps://hdl.handle.net/10468/16390
dc.language.isoenen
dc.publisherUniversity College Corken
dc.relation.projectIrish Research Council for Science, Engineering and Technology (Grant no. GOIPG/2020/907)
dc.rights© 2024, Conor O'Driscoll.
dc.rights.urihttps://creativecommons.org/licenses/by/4.0/
dc.subjectRhodium
dc.subjectAsymmetric catalysis
dc.subjectBoronic acid
dc.subjectConjugate addition
dc.titleRhodium catalysed 1,4-addition of N-Boc-indol-3-ylboronic acid to α,β-unsaturated carbonylsen
dc.typeMasters thesis (Research)en
dc.type.qualificationlevelMastersen
dc.type.qualificationnameMRes - Master of Researchen
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