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

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 alkyn...

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Main Author: O'Brien, Luke
Format: Thesis (University of Nottingham only)
Language:English
Published: 2019
Subjects:
Online Access:https://eprints.nottingham.ac.uk/55998/
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author O'Brien, Luke
author_facet O'Brien, Luke
author_sort O'Brien, Luke
building Nottingham Research Data Repository
collection Online Access
description 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.
first_indexed 2025-11-14T20:32:43Z
format Thesis (University of Nottingham only)
id nottingham-55998
institution University of Nottingham Malaysia Campus
institution_category Local University
language English
last_indexed 2025-11-14T20:32:43Z
publishDate 2019
recordtype eprints
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spelling nottingham-559982025-02-28T14:22:48Z https://eprints.nottingham.ac.uk/55998/ Rhodium-catalysed arylative cyclisations of malonate esters by 1,4-rhodium migration O'Brien, Luke 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. 2019-07-17 Thesis (University of Nottingham only) NonPeerReviewed application/pdf en arr https://eprints.nottingham.ac.uk/55998/2/Thesis%20Corrections.pdf O'Brien, Luke (2019) Rhodium-catalysed arylative cyclisations of malonate esters by 1,4-rhodium migration. MSc(Res) thesis, University of Nottingham. malonate esters; alkynes; intramolecular arylative cyclisations
spellingShingle malonate esters; alkynes; intramolecular arylative cyclisations
O'Brien, Luke
Rhodium-catalysed arylative cyclisations of malonate esters by 1,4-rhodium migration
title Rhodium-catalysed arylative cyclisations of malonate esters by 1,4-rhodium migration
title_full Rhodium-catalysed arylative cyclisations of malonate esters by 1,4-rhodium migration
title_fullStr Rhodium-catalysed arylative cyclisations of malonate esters by 1,4-rhodium migration
title_full_unstemmed Rhodium-catalysed arylative cyclisations of malonate esters by 1,4-rhodium migration
title_short Rhodium-catalysed arylative cyclisations of malonate esters by 1,4-rhodium migration
title_sort rhodium-catalysed arylative cyclisations of malonate esters by 1,4-rhodium migration
topic malonate esters; alkynes; intramolecular arylative cyclisations
url https://eprints.nottingham.ac.uk/55998/