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Statements

Subject Item
n2:RIV%2F00216208%3A11310%2F11%3A10105194%21RIV12-GA0-11310___
rdf:type
n10:Vysledek skos:Concept
rdfs:seeAlso
http://dx.doi.org/10.1016/j.tet.2011.08.079
dcterms:description
The synthesis of piperidines and piperidines derivatives in enantiopure fashion have been a challenging goal for organic chemists. In this report we developed a nice cascade reaction for piperidine derivatives based in an amidomalonate Michael addition to enals followed by an intramolecular hemiaminal formation with good yields and enantioselectivities. Moreover we studied the %22in situ%22 intramolecular cyclization of this hemiaminals with alcohols forming fused piperidine-oxazolidines. The synthesis of piperidines and piperidines derivatives in enantiopure fashion have been a challenging goal for organic chemists. In this report we developed a nice cascade reaction for piperidine derivatives based in an amidomalonate Michael addition to enals followed by an intramolecular hemiaminal formation with good yields and enantioselectivities. Moreover we studied the %22in situ%22 intramolecular cyclization of this hemiaminals with alcohols forming fused piperidine-oxazolidines.
dcterms:title
Highly enantioselective organocatalytic cascade reaction for the synthesis of piperidines and oxazolidines Highly enantioselective organocatalytic cascade reaction for the synthesis of piperidines and oxazolidines
skos:prefLabel
Highly enantioselective organocatalytic cascade reaction for the synthesis of piperidines and oxazolidines Highly enantioselective organocatalytic cascade reaction for the synthesis of piperidines and oxazolidines
skos:notation
RIV/00216208:11310/11:10105194!RIV12-GA0-11310___
n10:predkladatel
n15:orjk%3A11310
n4:aktivita
n9:P n9:Z
n4:aktivity
P(GP203/09/P193), Z(MSM0021620857)
n4:cisloPeriodika
46
n4:dodaniDat
n14:2012
n4:domaciTvurceVysledku
n8:7379153 n8:1570889 n8:3689573 n8:4297598 n8:5534305
n4:druhVysledku
n11:J
n4:duvernostUdaju
n13:S
n4:entitaPredkladatele
n18:predkladatel
n4:idSjednocenehoVysledku
202073
n4:idVysledku
RIV/00216208:11310/11:10105194
n4:jazykVysledku
n6:eng
n4:klicovaSlova
derivatives; (-)-paroxetine; acid; atom economy; formal synthesis; azomethine ylides; 1,3-dipolar cycloaddition; one-pot; alpha,beta-unsaturated aldehydes; Diels-Alder reaction
n4:klicoveSlovo
n5:Diels-Alder%20reaction n5:beta-unsaturated%20aldehydes n5:one-pot n5:3-dipolar%20cycloaddition n5:atom%20economy n5:azomethine%20ylides n5:acid n5:1 n5:formal%20synthesis n5:%28-%29-paroxetine n5:alpha n5:derivatives
n4:kodStatuVydavatele
GB - Spojené království Velké Británie a Severního Irska
n4:kontrolniKodProRIV
[8366423F3036]
n4:nazevZdroje
Tetrahedron
n4:obor
n20:CC
n4:pocetDomacichTvurcuVysledku
5
n4:pocetTvurcuVysledku
8
n4:projekt
n17:GP203%2F09%2FP193
n4:rokUplatneniVysledku
n14:2011
n4:svazekPeriodika
67
n4:tvurceVysledku
Rios, Ramon Číhalová, Sylva Humpl, Marek Valero, Guillem Dračínský, Martin Moyano, Albert Schimer, Jiří Veselý, Jan
n4:wos
000296546700014
n4:zamer
n21:MSM0021620857
s:issn
0040-4020
s:numberOfPages
9
n12:doi
10.1016/j.tet.2011.08.079
n22:organizacniJednotka
11310