A new route to secondary amines from bis-(alkoxymethyl)-alkylamines - the activation of an aminomethyl group and protection of the product by the same functional group
作者:Martyn J. Earle、Robin A. Fairhurst、Harry Heaney、George Papageorgiou、Robert F. Wilkins
DOI:10.1016/s0040-4039(00)97589-0
日期:1990.1
variety of acidic reagents affords good yields of N-alkoxymethyl-N-alkylmethyleneiminium salts which react with trimethylsilyl enol ethers, and nucleophilic aromatic substrates to form protected secondary amines or tertiary amines by domino reactions; silyl ketene acetals afford tertiary amines only.
EARLE, MARTYN J.;FAIRHURST, ROBIN A.;HEANEY, HARRY;PAPAGEORGIOU, GEORGE;W+, TETRAHEDRON LETT., 31,(1990) N9, C. 4229-4232
作者:EARLE, MARTYN J.、FAIRHURST, ROBIN A.、HEANEY, HARRY、PAPAGEORGIOU, GEORGE、W+
DOI:——
日期:——
The use of bis(aminol) ethers derived from aliphatic primary amines in the synthesis of secondary and tertiary amines
作者:Harry Heaney、George Papageorgiou
DOI:10.1016/0040-4020(96)00026-9
日期:1996.3
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 tertiaryamines in reactions with electron rich aromatic compounds: sequential reactions with two different nucleophiles gave the expected tertiaryamines.