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Catalytic Enantioselective C-H Functionalization of Alcohols by Redox-Triggered Carbonyl Addition: Borrowing Hydrogen, Returning Carbon

Journal

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 53, Issue 35, Pages 9142-9150

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201403873

Keywords

enantioselective catalysis; iridium; polyketide natural products; ruthenium; transfer hydrogenation

Funding

  1. Robert A. Welch Foundation [F-0038]
  2. NIH-NIGMS [RO1-GM069445]

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The use of alcohols and unsaturated reactants for the redox-triggered generation of nucleophile-electrophile pairs represents a broad, new approach to carbonyl addition chemistry. Discrete redox manipulations that are often required for the generation of carbonyl electrophiles and premetalated carbon-centered nucleophiles are thus avoided. Based on this concept, a broad, new family of enantioselective C-C coupling reactions that are catalyzed by iridium or ruthenium complexes have been developed, which are summarized in this Minireview.

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