3314-65-6Relevant academic research and scientific papers
Generation of Nitrile Oxides via O-Tributylstannyl Aldoximes; Application to the Synthesis of Isoxazolines and Isoxazoles
Moriya, Osamu,Takenaka, Hideo,Iyoda, Masaichi,Urata, Yoshikiyo,Endo, Takeshi
, p. 413 - 418 (2007/10/02)
Nitrile oxides were generated readily by the reaction of aldoximes 1, with tert-butyl hypochlorite and bis(tributyltin) oxide.The reaction proceeded efficiently under mild conditions, in which O-stannylated aldoximes 2 are thought to be key intermediates.This reaction system was applicable to the one-pot syntheses of isoxazole derivatives 4 and 5 in the presence of dipolarophiles via a cycloaddition.
Synthesis of Isoxazolines and Isoxazoles via Generation of Nitrile Oxides from O-Stannyl Aldoximes
Moriya, Osamu,Takenaka, Hideo,Urata, Yoshikiyo,Endo, Takeshi
, p. 1671 - 1672 (2007/10/02)
The reactions of O-tributylstannyl aldoximes and active halogen compounds such as tert-butyl hypochlorite or N-bromosuccinimide, whereby nitrile oxides are generated effectively, are applied to the preparations of isoxazolines and isoxazoles via d
Dehydrochlorination of Hydroximic Acid Chlorides by the Use of Organotin Compounds: An Application for Synthesis of Isoxazolines and Isoxazoles
Moriya, Osamu,Urata, Yoshikiyo,Endo, Takeshi
, p. 17 - 18 (2007/10/02)
The reactions of hydroximic acid chlorides and organotin compounds such as bis(tributyltin) oxide or tetraphenyltin, whereby nitrile oxides are generated effectively, are applied to the preparations of isoxazolines and isoxazoles via dipolar cyclo
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 (2007/10/02)
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.
