Author/Authors :
Yamamoto، نويسنده , , Hidetoshi and Watanabe، نويسنده , , Sadaka and Kadotani، نويسنده , , Keiko and Hasegawa، نويسنده , , Masayuki and Noguchi، نويسنده , , Michihiko and Kanemasa، نويسنده , , Shuji، نويسنده ,
Abstract :
Magnesium ion-mediated cycloaddition reactions of nitrile oxides to chiral 3-acryloyl-2-oxazolidinones lead to highly diastereoselective formation of 2-isoxazolines. The magnesium ion serves to fix the α,β-unsaturated moiety through chelation to effect chiral shielding. These asymmetric reactions provide the first successful examples of Lewis acid-mediated stereocontrol of nitrile oxide cycloaddition reactions to electron-deficient dipolarophiles.