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Substrate and catalyst effects in the enantioselective copper catalysed C–H insertion reactions of α-diazo-β-oxo sulfones
Maguire, Anita R.; Shiely, Amy E.; Clarke, Leslie-Ann; Flynn, Christopher J.; Buckley, Aoife; Ford, Alan; Lawrence, Simon E.
Excellent enantioselectivities of up to 98% ee are achieved employing the copper‐bis(oxazoline)‐NaBARF catalyst system in the C‐H insertion reactions of α‐diazo‐β‐oxo sulfones. The influence of variation of the bis(oxazoline) ligand, copper salt, additive and substrate on both the efficiency and the enantioselectivities of these intramolecular C‐H insertion reactions has been explored. Optimum enantioselectivities are achieved with the phenyl and diphenyl ligands across the substrate series.
Keyword(s): Copper catalysis; bis(oxazoline) ligands; Asymmetric C-H insertion; α-Diazocarbonyl compounds; α-Diazo-β-oxo sulfones
Publication Date:
2018
Type: Journal article
Peer-Reviewed: Yes
Language(s): English
Institution: University College Cork
Funder(s): Science Foundation Ireland
Citation(s): Maguire, A. R., Shiely, A., Clarke, L. A., Flynn, C., Buckley, A., Ford, A. and Lawrence, S. E. (2018) 'Substrate and catalyst effects in the enantioselective copper catalysed C–H insertion reactions of α-diazo-β-oxo sulfones', European Journal of Organic Chemistry. doi:10.1002/ejoc.201800077
Publisher(s): John Wiley & Sons, Inc.
File Format(s): application/pdf
First Indexed: 2018-04-05 06:30:05 Last Updated: 2019-07-25 06:38:54