title: Enantioselective copper catalysed intramolecular C-H insertion reactions of α-diazo-β-keto sulfones, α-diazo-β-keto phosphine oxides and 2-diazo-1,3-diketones; the influence of the carbene substituent.
abstract: Enantioselectivities in C-H insertion reactions, employing the copper-bis(oxazoline)-NaBARF catalyst system, leading to cyclopentanones are highest with sulfonyl substituents on the carbene carbon, and furthermore, the impact is enhanced by increased steric demand on the sulfonyl substituent (up to 91%ee). Enantioselective intramolecular C-H insertion reactions of α-diazo-β-keto phosphine oxides and 2-diazo-1,3-diketones are reported for the first time.
authors.affiliation: Department of Chemistry, Analytical and Biological Chemistry Research Facility, University College Cork, Cork, Ireland.
authors.forename: Amy E
authors.initials: AE
authors.lastname: Shiely
authors.affiliation: Department of Chemistry, Analytical and Biological Chemistry Research Facility, University College Cork, Cork, Ireland.
authors.forename: Catherine N
authors.initials: CN
authors.lastname: Slattery
authors.affiliation: Department of Chemistry, Analytical and Biological Chemistry Research Facility, University College Cork, Cork, Ireland.
authors.forename: Alan
authors.initials: A
authors.lastname: Ford
authors.affiliation: Department of Chemistry, Analytical and Biological Chemistry Research Facility, University College Cork, Cork, Ireland.
authors.forename: Kevin S
authors.initials: KS
authors.lastname: Eccles
authors.affiliation: Department of Chemistry, Analytical and Biological Chemistry Research Facility, University College Cork, Cork, Ireland.
authors.forename: Simon E
authors.identifier: http://orcid.org/0000-0001-9430-7983
authors.initials: SE
authors.lastname: Lawrence
authors.affiliation: Department of Chemistry and School of Pharmacy, Analytical and Biological Chemistry Research Facility, Synthesis and Solid State Pharmaceutical Centre, University College Cork, Cork, Ireland. a.maguire@ucc.ie.
authors.forename: Anita R
authors.identifier: http://orcid.org/0000-0001-8306-1893
authors.initials: AR
authors.lastname: Maguire