Substrate and catalyst effects in the enantioselective copper catalysed C–H insertion reactions of α-diazo-β-oxo sulfones
Maguire, Anita R.; Shiely, Amy; Clarke, Leslie Ann; Flynn, Chris; Buckley, Aoife; Ford, Alan; Lawrence, Simon E.
Date:
2018-03-23
Copyright:
© 2018, WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim. This is the peer reviewed version of the following article: 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, which has been published in final form at http://dx.doi.org/10.1002/ejoc.201800077 This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Self-Archiving.
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Access to this article is restricted until 12 months after publication by request of the publisher.
Restriction lift date:
2019-03-23
Citation:
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
Abstract:
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.
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