99343-90-5Relevant academic research and scientific papers
Preparation of the Enantiomerically Enriched Isomers of the Odorous Cyclic Ethers Clarycet, Florol, and Rhubafuran by Enzymatic Catalysis
Abate, Agnese,Brenna, Elisabetta,Fronza, Giovanni,Fuganti, Claudio,Gatti, Francesco G.,Serra, Stefano,Zardoni, Enrica
, p. 765 - 780 (2007/10/03)
All the enantiomerically enriched stereoisomers of Clarycet (1), Florol (2), and Rhubafuran (3) were prepared by biocatalysis routes. Their absolute configurations were established, and their olfactory properties were fully evaluated.
Palladium(0)-Catalyzed Rearrangement of N-Allylenamines. Synthesis of δ,ε-Unsaturated Imines and γ,δ-Unsaturated Carbonyl Compounds
Murahashi, Shun-Ichi,Makabe, Yoshiki,Kunita, Kazuto
, p. 4489 - 4495 (2007/10/02)
Palladium-catalyzed rearrangement of N-allylenamines proceeds readily in the presence of a catalytic amount of trifluoroacetic acid to give δ,ε-unsaturated imines.Conveniently, δ,ε-unsaturated imines can be prepared directly by the reaction of allylamines with carbonyl compounds under the same conditions highly efficiently.The reaction involves oxidative addition of Pd(0) species to allylenammonium salts to give ?-allylpalladium complexes, which undergo intramolecular nucleophilic reaction with enamines give imines.The δ,ε-unsaturated imines are versatile synthetic precursors such as γ,δ-unsaturated carbonyl compounds.Synthetic applications are also described.
