Title of article :
Unexpected 1,2 syn diastereoselectivity in the three-component ‘aza Sakurai–Hosomi’ reaction
Author/Authors :
Jean-Rene Ella-Menye، نويسنده , , Jean-René and Dobbs، نويسنده , , William and Billet، نويسنده , , Manuella and Klotz، نويسنده , , Philippe and Mann، نويسنده , , André، نويسنده ,
Issue Information :
هفته نامه با شماره پیاپی سال 2005
Abstract :
The three-component ‘aza Sakurai–Hosomi’ reaction performed on (±) O-protected mandelic aldehydes provided the unexpected syn hydroxy homoallylamines 2 and 2d as the major adducts. An intramolecular chelated transition state via a hydrogen bond is proposed to explain this 1,2 syn diastereoselectivity.
Keywords :
Sakurai–Hosomi reaction , Three-component reaction , homoallylamine , Allylsilane , diastereoselectivity
Journal title :
Tetrahedron Letters
Journal title :
Tetrahedron Letters
