145198-87-4

Upstream product

• 33879-62-8 3,5-epoxy-1-pentene 
• 103-71-9 phenyl isocyanate 
• 113495-34-4 3-vinyl-2,6-dioxacyclohexan-1-one 

Relevant academic research and scientific papers

Synthesis of 1,3-oxazine derivatives by palladium-catalyzed cycloaddition of vinyloxetanes with heterocumulenes. Completely stereoselective synthesis of bicyclic 1,3-oxazines

1,3-Oxazines were prepared by palladium-phosphine-catalyzed cycloaddition reactions of vinyloxetanes with heterocumulenes. 4-Vinyl-1,3- oxazin-2-imines were obtained in fine yields by the reaction of 2- vinyloxetanes with carbodiimides in THF at rt for 12 h using 1.5 mol % Pd2(dba)3 · CHCl3 and 3 mol % bidentate phosphine ligands (dppe or dppp). When isocyanates were utilized in the reaction, moderate to good yields of 4- vinyl-1,3-oxazin-2-ones were achieved within 1-2 h at rt. Palladium-catalyzed cycloaddition of fused-bicyclic vinyloxetanes with heterocumulenes proceeds in a highly stereoselective fashion affording only the cis-3-aza-1-oxo-9- vinyl[4.4.0]decane derivatives in 43-98% yield.

Palladium-catalysed Regio- and Stereo-selective Synthesis of Allylic Amines

3-Vinyl-2,6-dioxacyclohexan-1-ones 1, by treatment with N-tosyl or N-arylisocyanates and a catalytic amount of Pd0, are converted into N-tosyl- and N-aryl-3-vinyl-2-aza-6-oxacyclohexan-1-ones 2 in good yields and with unique stereoselectivity.