Enantioselective Intermolecular Pd-Catalyzed Hydroalkylation of Acyclic 1,3-Dienes with Activated Pronucleophiles.

Autor: Adamson NJ; Department of Chemistry, Duke University , Durham, North Carolina 27708, United States., Wilbur KCE; Department of Chemistry, Duke University , Durham, North Carolina 27708, United States., Malcolmson SJ; Department of Chemistry, Duke University , Durham, North Carolina 27708, United States.
Jazyk: angličtina
Zdroj: Journal of the American Chemical Society [J Am Chem Soc] 2018 Feb 28; Vol. 140 (8), pp. 2761-2764. Date of Electronic Publication: 2018 Feb 20.
DOI: 10.1021/jacs.7b13300
Abstrakt: We report a highly enantioselective Pd-PHOX-catalyzed intermolecular hydroalkylation of acyclic 1,3-dienes. Meldrum's acid derivatives and other activated C-pronucleophiles, such as β-diketones and malononitriles, react with a variety of aryl- and alkyl-substituted dienes in ≤20 h at room temperature. The coupled products, obtained in up to 96% yield and 97.5:2.5 er, are easily transformed into useful chemical building blocks for downstream synthesis.
Databáze: MEDLINE