Title of article
A torquoselective extrusion of isoxazoline N-oxides. Application to the synthesis of aryl vinyl and divinyl ketones for Nazarov cyclization
Author/Authors
Daniel P. Canterbury، نويسنده , , Ildiko R. Herrick، نويسنده , , Joann Um، نويسنده , , K.N Houk، نويسنده , , Alison J. Frontier، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2009
Pages
15
From page
3165
To page
3179
Abstract
A mild, convenient reaction sequence for the synthesis of Nazarov cyclization substrates is described. The [3+2] dipolar cycloaddition of a nitrone and an electron-deficient alkyne gives an isolable isoxazoline intermediate, which upon oxidation undergoes stereoselective extrusion of nitrosomethane to give aryl vinyl or divinyl ketones.
Journal title
Tetrahedron
Serial Year
2009
Journal title
Tetrahedron
Record number
1095315
Link To Document