Rhodium-catalysed arylative cyclisations of malonate esters by 1,4-rhodium migration

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O'Brien, Luke (2019) Rhodium-catalysed arylative cyclisations of malonate esters by 1,4-rhodium migration. MSc(Res) thesis, University of Nottingham.

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Abstract

Rhodium-catalysed intramolecular arylative cyclisations of malonate esters, generating highly functionalised bicycles has been described. The key step is a known alkenyl-to-aryl 1,4-rhodium migration. The reaction is considered to proceed through regioselective carbometallation of the tethered alkyne, followed by alkenyl-to-aryl 1,4-migration and subsequence intramolecular 1,2-addition to the ester moiety. Discovery and preliminary results were conducted by Dr. S. Karad. Through the use of a bisphosphine base ligand, good levels of enantiocontrol were achieved.

Item Type: Thesis (University of Nottingham only) (MSc(Res))
Supervisors: Lam, Hon
Keywords: malonate esters; alkynes; intramolecular arylative cyclisations
Subjects: Q Science > QD Chemistry > QD241 Organic chemistry
Faculties/Schools: UK Campuses > Faculty of Science > School of Chemistry
Item ID: 55998
Depositing User: O'Brien, Luke
Date Deposited: 04 Sep 2019 10:37
Last Modified: 17 Jul 2021 04:30
URI: https://eprints.nottingham.ac.uk/id/eprint/55998

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