Tetrahedron

The functionalisation of electron rich aromatic compounds with 1, 3-oxazolidines and 1, 3-dimethylimidazolidine

H Heaney, G Papageorgiou, RF Wilkins

Index: Heaney, Harry; Papageorgiou, George; Wilkins, Robert F. Tetrahedron, 1997 , vol. 53, # 42 p. 14381 - 14396

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Citation Number: 30

Abstract

N-Phenyl-and N-alkyl-oxazolidines react with alkyl chlorosilanes in the presence of electron rich aromatic compounds with the formation of the expected Mannich bases: 2- methoxycarbonyl-3-methyloxazolidine also reacts with 2-methylfuran in the presence of thionyl chloride to give an α-amino acid derivative: the iminium salt derived from 1, 3- dimethylimidazolidine was also shown to react with 2-methylfuran.