Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 55, Issue 48, Pages 14967-14971Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201607072
Keywords
alcohols; atom economy; hydrogen transfer; ketones; manganese catalysis
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Funding
- state of Mecklenburg-Vorpommern
- Bundesministerium fur Bildung und Forschung (BMBF)
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A novel catalytic hydrogen-autotransfer protocol for the atom-efficient alpha-alkylation of ketones with readily available alcohols is presented. The use of manganese complexes bearing non-innocent PNP pincer ligands enabled the functionalization of a broad range of valuable ketones, including 2-oxindole, estrone 3-methyl ether, and testosterone. Mechanistic investigations suggest the participation of an intramolecular amidate-assisted alcohol-dehydrogenation process.
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