Title of article :
A highly stereoselective approach to novel 2,2,4-trisubstituted pyrrolidines by halocylization: key intermediates towards syntheses of nitrogen analogs of Noxafil®
Author/Authors :
McCormick، نويسنده , , Jinping L and Osterman، نويسنده , , Rebecca J. Chan، نويسنده , , Tze-Ming and Das، نويسنده , , Pradip R and Pramanik، نويسنده , , Birendra N and Ganguly، نويسنده , , Ashit K and Girijavallabhan، نويسنده , , Viyyoor M and McPhail، نويسنده , , Andrew T and Saksena، نويسنده , , Anil K، نويسنده ,
Abstract :
A convenient synthesis of novel 2,2,4-trisubstituted pyrrolidines via stereoselective 5-exo iodocyclization of the 2,2-disubstituted olefins 8 and 9 is described. Single crystal X-ray analysis of the oxazolidinone 15 confirmed the relative stereochemistry in this cyclization. As observed earlier in the formation of 2,2,4-trisubstituted tetrahydrofurans, the presence of a bulky aryl substituent on the olefin appears to direct the stereochemical outcome of these halocyclizations.
