86950-90-5Relevant academic research and scientific papers
New Methods for the Syntheses of α,β-Unsaturated Ketones, Aldehydes, and Nitriles by the Palladium-Catalyzed Reactions of Allyl β-Oxo Esters, Allyl 1-Alkenyl Carbonates, and Allyl α-Cyano Esters
Minami, Ichiro,Nisar, Mohammad,Yuhara, Masami,Shimizu, Isao,Tsuji, Jiro
, p. 992 - 998 (2007/10/02)
Allyl β-oxo esters, allyl 1-alkenyl carbonates, and allyl α-cyano esters are converted into α,β-unsaturated ketones, aldehydes, and nitriles by palladium-catalyzed intramolecular decarboxylation-dehydrogenation.Palladium-phosphine complexes such as Pd(OAc)2-PPh3, Pd(OAc)2-dppe, or Pd2(dba)3*CHCl3-PPh3, are effective catalysts.Yields depend on solvents and on the mole ratio of palladium to phosphine.The optimum Pd/P ratio for each substrate was determined.Use of nitriles as solvents is essential for the dehydrogenation.
SYNTHESIS OF γ,δ-UNSATURATED KETONES BY THE INTRAMOLECULAR DECARBOXYLATIVE ALLYLATION OF ALLYL β-KETO CARBOXYLATES AND ALKENYL ALLYL CARBONATES CATALYZED BY MOLYBDENUM, NICKEL, AND RHODIUM COMPLEXES
Tsuji, Jiro,Minami, Ichiro,Shimizu, Isao
, p. 1721 - 1724 (2007/10/02)
Allyl β-keto carboxylates and alkenyl allyl carbonates were converted to γ,δ-unsaturated ketones by the intramolecular decarboxylative allylation catalyzed by molybdenum, nickel, and rhodium complexes.
PALLADIUM-CATALYZED ALLYLATION OF KETONES AND ALDEHYDES VIA ALLYL ENOL CARBONATES
Tsuji, Jiro,Minami, Ichiro,Shimizu, Isao
, p. 1793 - 1796 (2007/10/02)
Rearrangement of allyl enol carbonates, prepared from ketones or aldehydes by trapping their enolates with allyl chloroformate, to give α-allyl ketones or aldehydes regioselectively is catalyzed by palladium-phosphine complexes under mild conditions.
