Title of article
Stereocontrolled intramolecular nitrile oxide cycloaddition reaction using a gauche–gauche interaction
Author/Authors
Noguchi، نويسنده , , Michihiko and Tsukimoto، نويسنده , , Aiko and Kadowaki، نويسنده , , Ayako and Hikata، نويسنده , , Jun and Kakehi، نويسنده , , Akikazu، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2007
Pages
4
From page
3539
To page
3542
Abstract
A gauche–gauche interaction is proposed as a powerful controlling factor for the stereochemistry in the intramolecular nitrile oxide cycloaddition reaction derived from N-protected 3-(N-allylamino)propionaldehyde and 2-(N-homoallylamino)acetaldehyde oximes. High levels of stereoselectivity (76% de to perfect) were obtained from the reaction involving nitrile oxides with substituents at the adjacent carbon atom to the tether nitrogen.
Keywords
stereocontrol , Gauche–gauche interaction , Intramolecular nitrile oxide cycloaddition
Journal title
Tetrahedron Letters
Serial Year
2007
Journal title
Tetrahedron Letters
Record number
1854977
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