4.8 Article

Iridium(III)-bis(imidazolinyl)phenyl catalysts for enantioselective C-H functionalization with ethyl diazoacetate

Journal

CHEMICAL SCIENCE
Volume 7, Issue 5, Pages 3142-3146

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c6sc00190d

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Funding

  1. National Science Foundation under the Center for Chemical Innovation in Selective C-H Functionalization [CHE1205646]

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The intermolecular enantioselective C-H functionalization with acceptor-only metallocarbenes is reported using a new family of Ir(III)-bis(imidazolinyl)phenyl catalysts, developed based on the interplay of experimental and computational insights. The reaction is tolerant of a variety of diazoacetate precursors and is found to be heavily influenced by the steric and electronic properties of the substrate. Phthalan and dihydrofuran derivatives are functionalized in good yields and excellent enantioselectivities.

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