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Asymmetric copper-catalysed intramolecular C-H insertion reactions of α-diazo-β-keto sulfones.
Org Biomol Chem. 2011 Feb 07; 9(3):667-9.OB

Abstract

Asymmetric copper-catalysed intramolecular C-H insertion reactions of a series of α-diazo-β-keto sulfones are reported. Enantioselectivities of up to 82% ee were achieved in moderate to good yield. These results represent the highest level of enantiocontrol achieved to date for a copper-catalysed cyclopentanone synthesis via C-H insertion.

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Publisher Full Text (DOI)

Authors+Show Affiliations

Slattery CN
Department of Chemistry and Analytical and Biological Chemistry Research Facility, University College Cork, Ireland.
Maguire AR
No affiliation info available

MeSH

Azo CompoundsCarbonCatalysisCopperHydrogenLigandsMolecular StructureStereoisomerismSulfones

Pub Type(s)

Journal Article
Research Support, Non-U.S. Gov't

Language

eng

PubMed ID

21120229

Citation

Slattery, Catherine N., and Anita R. Maguire. "Asymmetric Copper-catalysed Intramolecular C-H Insertion Reactions of Α-diazo-β-keto Sulfones." Organic & Biomolecular Chemistry, vol. 9, no. 3, 2011, pp. 667-9.
Slattery CN, Maguire AR. Asymmetric copper-catalysed intramolecular C-H insertion reactions of α-diazo-β-keto sulfones. Org Biomol Chem. 2011;9(3):667-9.
Slattery, C. N., & Maguire, A. R. (2011). Asymmetric copper-catalysed intramolecular C-H insertion reactions of α-diazo-β-keto sulfones. Organic & Biomolecular Chemistry, 9(3), 667-9. https://doi.org/10.1039/c0ob00914h
Slattery CN, Maguire AR. Asymmetric Copper-catalysed Intramolecular C-H Insertion Reactions of Α-diazo-β-keto Sulfones. Org Biomol Chem. 2011 Feb 7;9(3):667-9. PubMed PMID: 21120229.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Asymmetric copper-catalysed intramolecular C-H insertion reactions of α-diazo-β-keto sulfones. AU - Slattery,Catherine N, AU - Maguire,Anita R, Y1 - 2010/11/30/ PY - 2010/12/2/entrez PY - 2010/12/2/pubmed PY - 2011/3/19/medline SP - 667 EP - 9 JF - Organic & biomolecular chemistry JO - Org Biomol Chem VL - 9 IS - 3 N2 - Asymmetric copper-catalysed intramolecular C-H insertion reactions of a series of α-diazo-β-keto sulfones are reported. Enantioselectivities of up to 82% ee were achieved in moderate to good yield. These results represent the highest level of enantiocontrol achieved to date for a copper-catalysed cyclopentanone synthesis via C-H insertion. SN - 1477-0539 UR - https://www.unboundmedicine.com/medline/citation/21120229/Asymmetric_copper_catalysed_intramolecular_C_H_insertion_reactions_of_α_diazo_β_keto_sulfones_ DB - PRIME DP - Unbound Medicine ER -