Title of article :
Metal ion-mediated diastereoface-selective 1,3-dipolar cycloaddition of nitrile oxides with dipolarophiles bearing an oxazolidinone chiral auxiliary
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 ,
Issue Information :
هفته نامه با شماره پیاپی سال 2000
Pages :
6
From page :
3131
To page :
3136
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.
Journal title :
Tetrahedron Letters
Serial Year :
2000
Journal title :
Tetrahedron Letters
Record number :
1637238
Link To Document :
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