Conversion of Primary Alcohols and Butadiene to Branched Ketones via Merged Transfer Hydrogenative Carbonyl Addition-Redox Isomerization Catalyzed by Rhodium.
| Autor: | Spinello BJ; Department of Chemistry, University of Texas at Austin, Austin, Texas 78712, United States., Wu J; Department of Chemistry, University of Texas at Austin, Austin, Texas 78712, United States., Cho Y; Department of Chemistry, University of Texas at Austin, Austin, Texas 78712, United States., Krische MJ; Department of Chemistry, University of Texas at Austin, Austin, Texas 78712, United States. |
|---|---|
| Jazyk: | angličtina |
| Zdroj: | Journal of the American Chemical Society [J Am Chem Soc] 2021 Sep 01; Vol. 143 (34), pp. 13507-13512. Date of Electronic Publication: 2021 Aug 20. |
| DOI: | 10.1021/jacs.1c07230 |
| Abstrakt: | The first examples of rhodium-catalyzed carbonyl addition via hydrogen autotransfer are described, as illustrated in tandem butadiene-mediated carbonyl addition-redox isomerizations that directly convert primary alcohols to isobutyl ketones. Related reductive coupling-redox isomerizations of aldehyde reactants mediated by sodium formate also are reported. A double-labeling crossover experiment reveals that the rhodium alkoxide obtained upon carbonyl addition enacts redox isomerization without dissociation of rhodium at any intervening stage. |
| Databáze: | MEDLINE |
| Externí odkaz: |
|