A Metallacycle Fragmentation Strategy for Vinyl Transfer from Enol Carboxylates to Secondary Alcohol C-H Bonds via Osmium or Ruthenium Catalyzed Transfer Hydrogenation
Autor: | Boyoung Y. Park, Tom Luong, Michael J. Krische, Hiroki Sato |
---|---|
Jazyk: | angličtina |
Rok vydání: | 2015 |
Předmět: |
inorganic chemicals
Ketone Vinyl Compounds Carboxylic Acids chemistry.chemical_element Photochemistry Transfer hydrogenation Biochemistry Medicinal chemistry Article Catalysis Ruthenium chemistry.chemical_compound Colloid and Surface Chemistry Coordination Complexes Osmium chemistry.chemical_classification organic chemicals General Chemistry Metallacycle Enol chemistry Alcohols Oxidative coupling of methane Hydrogenation |
Popis: | A strategy for catalytic vinyl transfer from enol carboxylates to activated secondary alcohol C–H bonds is described. Using XPhos-modified ruthenium(0) or osmium(0) complexes, enol carboxylate–carbonyl oxidative coupling forms transient β-acyloxy-oxametallacycles, which eliminate carboxylate to deliver allylic ruthenium(II) or osmium(II) alkoxides. Reduction of the metal(II) salt via hydrogen transfer from the secondary alcohol reactant releases the product of carbinol C–H vinylation and regenerates ketone and zero-valent catalyst. |
Databáze: | OpenAIRE |
Externí odkaz: |