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


ABSTRACT: 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.

SUBMITTER: Weldy NM 

PROVIDER: S-EPMC6005272 | biostudies-literature | 2016 May

REPOSITORIES: biostudies-literature

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

Weldy N Mace NM   Schafer A G AG   Owens C P CP   Herting C J CJ   Varela-Alvarez A A   Chen S S   Niemeyer Z Z   Musaev D G DG   Sigman M S MS   Davies H M L HML   Blakey S B SB  

Chemical science 20160205 5


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 enanti  ...[more]

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