1023294-61-2Relevant articles and documents
Enantioselective Synthesis of Isoxazolines Enabled by Palladium-Catalyzed Carboetherification of Alkenyl Oximes
Chen, Mingjie,Li, Wenbo,Wang, Lei,Wang, Yuzhuo,Zhang, Junliang,Zhang, Kenan
supporting information, p. 4421 - 4427 (2020/02/11)
Reported here is a highly efficient Pd/Xiang-Phos catalyzed enantioselective carboetherification of alkenyl oximes with either aryl or alkenyl halides, delivering various chiral 3,5-disubstituted and 3,5,5-trisubstituted isoxazolines in good yields with u
Palladium(0)-mediated cyclization-coupling of β,γ-unsaturated oximes and aryl iodides
Mikesell, Joshua,Mosher, Michael D.
, p. 1011 - 1013 (2016/02/16)
The tandem palladium(0)-mediated nucleometalation-cross coupling of β,γ-unsaturated oximes with aryl iodides has been shown to provide the expected 3,5-disubstituted 2-isoxazolines in acceptable yields (11-78%). The addition of a weak base is required for product formation. Some influence on the yield of the reaction is noted in the electronic character of the aryl iodide used in the reaction. Exploration of the substitution patterns on the reactants has led to a proposed mechanism involving a palladium(II)-catalyzed nucleometalation/cyclization followed by reductive elimination of palladium(0) with concomitant coupling to an arene.
Pd-catalyzed carboetherification ofβ,γ-unsaturated oximes: A novel approach to δ2-lsoxazolines
Jiang, Dahong,Peng, Jinsong,Chen, Yuanwei
supporting information; experimental part, p. 1695 - 1698 (2009/04/12)
A novel route to the synthesis of δ2-isoxazoline derivatives is described. Reaction of β,γ-unsaturated oximes with aryl bromides via palladium-catalyzed carboetherification affords 3,5-disubstituted δ2-isoxazollnes in good yields. The use of Xantphos as ligand Is crucial for the transformation. The carboetherification products can be further converted to β-hydroxy ketones in the presence of Fe powder and NH4CI.
