1, 8??Diazabicyclo [5.4. 0] undec??7??ene: A Remarkable Base in the Debromination of 4??or 5??Substituted N??Benzyl α??Bromo?螃窿?p??Toluenesulfonylglutarimide

MY Chang, J Lin, ST Chen…

Index: Chang, Meng-Yang; Lin, John Yi-Chung; Chen, Shui-Tein; Chang, Nein-Chen Journal of the Chinese Chemical Society, 2002 , vol. 49, # 6 p. 1015 - 1024

Full Text: HTML

Citation Number: 10

Abstract

Abstract Debromination of N-benzyl 4-or 5-substituted α-bromo-α-p- toluenesulfonylglutarimides is achieved with 1, 8-diazabicyclo [5.4. 0] undec-7-ene (DBU) to give the N-benzyl 4-or 5-substituted α-p-toluenesulfonylglutarimides. The DBU/THF system is applied to a new methodology for the synthesis of bicyclic glutarimide skeleton in moderate yields.