On the mechanism of the reaction of enamines and dimethyl acetylenedicarboxylate (DMAD) in polar and apolar solvents

G.W. Visser; Willem Verboom; W.P. Trompenaars; David Reinhoudt

doi:10.1016/S0040-4039(00)87064-1

On the mechanism of the reaction of enamines and dimethyl acetylenedicarboxylate (DMAD) in polar and apolar solvents

G.W. Visser, Willem Verboom, W.P. Trompenaars, David Reinhoudt

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Abstract

[2+2]-Cycloadducts of enamines and DMAD, formed in apolar solvents, isomerize to pyrrolizine derivatives under mild conditions in protic polar solvents like methanol and 1-butanol.

Original language	Undefined
Pages (from-to)	1217-1220
Journal	Tetrahedron letters
Volume	23
Issue number	11
DOIs	https://doi.org/10.1016/S0040-4039(00)87064-1
Publication status	Published - 1982

Keywords

IR-68996

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10.1016/S0040-4039(00)87064-1

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Cite this

@article{7b7e858128fb468ebe53a8145ddf755f,

title = "On the mechanism of the reaction of enamines and dimethyl acetylenedicarboxylate (DMAD) in polar and apolar solvents",

abstract = "[2+2]-Cycloadducts of enamines and DMAD, formed in apolar solvents, isomerize to pyrrolizine derivatives under mild conditions in protic polar solvents like methanol and 1-butanol.",

keywords = "IR-68996",

author = "G.W. Visser and Willem Verboom and W.P. Trompenaars and David Reinhoudt",

year = "1982",

doi = "10.1016/S0040-4039(00)87064-1",

language = "Undefined",

volume = "23",

pages = "1217--1220",

journal = "Tetrahedron letters",

issn = "0040-4039",

publisher = "Elsevier Ltd",

number = "11",

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T1 - On the mechanism of the reaction of enamines and dimethyl acetylenedicarboxylate (DMAD) in polar and apolar solvents

AU - Visser, G.W.

AU - Verboom, Willem

AU - Trompenaars, W.P.

AU - Reinhoudt, David

PY - 1982

Y1 - 1982

N2 - [2+2]-Cycloadducts of enamines and DMAD, formed in apolar solvents, isomerize to pyrrolizine derivatives under mild conditions in protic polar solvents like methanol and 1-butanol.

AB - [2+2]-Cycloadducts of enamines and DMAD, formed in apolar solvents, isomerize to pyrrolizine derivatives under mild conditions in protic polar solvents like methanol and 1-butanol.

KW - IR-68996

U2 - 10.1016/S0040-4039(00)87064-1

DO - 10.1016/S0040-4039(00)87064-1

M3 - Article

SN - 0040-4039

VL - 23

SP - 1217

EP - 1220

JO - Tetrahedron letters

JF - Tetrahedron letters

IS - 11

ER -