Tetrahedron

The use of bis (aminol) ethers derived from aliphatic primary amines in the synthesis of secondary and tertiary amines

H Heaney, G Papageorgiou

Index: Heaney, Harry; Papageorgiou, George Tetrahedron, 1996 , vol. 52, # 10 p. 3473 - 3486

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Citation Number: 22

Abstract

A series of bis (aminol) ethers were prepared from primary aliphatic amines and benzylamine together with formaldehyde and either ethanol or methanol; they were reacted with electrophiles to give N-alkyl-N-alkoxymethyl-methyleneiminium salts which gave mixtures of secondary and tertiary amines in reactions with electron rich aromatic compounds: sequential reactions with two different nucleophiles gave the expected ...