4.8 Article

Iridium(III) Catalyzed Diastereo- and Enantioselective C-H Bond Functionalization

Journal

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 131, Issue 40, Pages 14218-+

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ja9065267

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Funding

  1. Specially Promoted Research [18002011]
  2. MEXT (Japan)
  3. JSPS Research Fellowship for Young Scientists

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Iridium(III)-salen complexes were found to efficiently catalyze the enantioselective C-H carbene insertion. The insertion reaction at the a-position of tetrahydrofuran or at the methylene of 1,4-cyclohexadiene proceeded with high enantio- (up to 99%) and diastereoselectivity (up to >20:1 dr; in the former reaction) by using an appropriate combination of complex (1, 2, or 3) and alpha-diazoacetate (alpha-aryt-alpha-diazoacetates or alpha-diazopropionate) as the carbene source.

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