Author/Authors :
Noguchi، نويسنده , , Michihiko and Tsukimoto، نويسنده , , Aiko and Kadowaki، نويسنده , , Ayako and Hikata، نويسنده , , Jun and Kakehi، نويسنده , , Akikazu، نويسنده ,
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.