106944-47-2Relevant academic research and scientific papers
Reduction of 4,5-Dihydro-1,2-oxazoles (Δ2-Isoxazolines); A Cycloadditive Approach to 2-Alkenyl Ketones
Curran, Dennis P.,Kim, Byeang Hyean
, p. 312 - 315 (1986)
A new cycloadditive route to 2-alkenyl ketones (β,γ-unsaturated ketones) involves: (1) nitrile oxide-allylsilane (or stannane) cycloaddition, (2) reductive cleavage of the resultant isoxazoline, and (3) Peterson elimination.In all cases, the products are not contaminated by the isomeric 1-alkenyl ketones.Although stereoselectivity in the nitrile oxide cycloaddition to 3-trimethylsilyl-1-butene is low, the resultant diastereomeric cycloadducts can be converted stereospecifically to the corresponding (E)- and (Z)-olefins.
