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Statements

Subject Item
n2:RIV%2F60461373%3A22310%2F10%3A00023743%21RIV11-MSM-22310___
rdf:type
n6:Vysledek skos:Concept
dcterms:description
The hitherto unprecedented palladium-catalyzed cross-coupling of (Z)-beta-bromo-beta-arylethenylboranes can be made to proceed satisfactorily through (1) the use of highly catalytically active bis(tri-tert-butylphosphine)palladium or dichloro[N,N-bis-(2,6-diisopropylphenyl)imidazol-2-yl](m-chloropyridine)palladium and (2) conversion of the dibromoboryl group to the (pinacol)boryl group. Thus, a wide variety of carbon groups can be used to substitute bromine in >= 98% stereo- and regioselectivity, while suppressing the otherwise dominant beta-debromoboration. Together with the alkylethyne-based protocols, the alkyne bromoboration Negishi coupling tandem process has emerged as the most widely applicable and highly selective route to trisubstituted alkenes including those that are otherwise difficult to access. The hitherto unprecedented palladium-catalyzed cross-coupling of (Z)-beta-bromo-beta-arylethenylboranes can be made to proceed satisfactorily through (1) the use of highly catalytically active bis(tri-tert-butylphosphine)palladium or dichloro[N,N-bis-(2,6-diisopropylphenyl)imidazol-2-yl](m-chloropyridine)palladium and (2) conversion of the dibromoboryl group to the (pinacol)boryl group. Thus, a wide variety of carbon groups can be used to substitute bromine in >= 98% stereo- and regioselectivity, while suppressing the otherwise dominant beta-debromoboration. Together with the alkylethyne-based protocols, the alkyne bromoboration Negishi coupling tandem process has emerged as the most widely applicable and highly selective route to trisubstituted alkenes including those that are otherwise difficult to access.
dcterms:title
Arylethyne Bromoboration-Negishi Coupling Route to E- or Z-Aryl-Substituted Trisubstituted Alkenes of >= 98% Isomeric Purity. New Horizon in the Highly Selective Synthesis of Trisubstituted Alkenes Arylethyne Bromoboration-Negishi Coupling Route to E- or Z-Aryl-Substituted Trisubstituted Alkenes of >= 98% Isomeric Purity. New Horizon in the Highly Selective Synthesis of Trisubstituted Alkenes
skos:prefLabel
Arylethyne Bromoboration-Negishi Coupling Route to E- or Z-Aryl-Substituted Trisubstituted Alkenes of >= 98% Isomeric Purity. New Horizon in the Highly Selective Synthesis of Trisubstituted Alkenes Arylethyne Bromoboration-Negishi Coupling Route to E- or Z-Aryl-Substituted Trisubstituted Alkenes of >= 98% Isomeric Purity. New Horizon in the Highly Selective Synthesis of Trisubstituted Alkenes
skos:notation
RIV/60461373:22310/10:00023743!RIV11-MSM-22310___
n3:aktivita
n8:Z
n3:aktivity
Z(MSM6046137301)
n3:cisloPeriodika
4
n3:dodaniDat
n16:2011
n3:domaciTvurceVysledku
n7:6702198
n3:druhVysledku
n14:J
n3:duvernostUdaju
n10:S
n3:entitaPredkladatele
n12:predkladatel
n3:idSjednocenehoVysledku
247805
n3:idVysledku
RIV/60461373:22310/10:00023743
n3:jazykVysledku
n17:eng
n3:klicovaSlova
arylethyne bromoboration; bis(tri-tert-butylphosphine)palladium; (Z)-beta-bromo-beta-arylethenylboranes; dichloro[N,N-bis-(2,6-diisopropylphenyl)imidazol-2-yl](m-chloropyridine)palladium; Negishi coupling
n3:klicoveSlovo
n4:bis%28tri-tert-butylphosphine%29palladium n4:N-bis-%282 n4:%28Z%29-beta-bromo-beta-arylethenylboranes n4:arylethyne%20bromoboration n4:Negishi%20coupling n4:dichloro%5BN n4:6-diisopropylphenyl%29imidazol-2-yl%5D%28m-chloropyridine%29palladium
n3:kodStatuVydavatele
DE - Spolková republika Německo
n3:kontrolniKodProRIV
[221E139C49F5]
n3:nazevZdroje
ADVANCED SYNTHESIS & CATALYSIS
n3:obor
n18:CC
n3:pocetDomacichTvurcuVysledku
1
n3:pocetTvurcuVysledku
4
n3:rokUplatneniVysledku
n16:2010
n3:svazekPeriodika
352
n3:tvurceVysledku
Negishi, Ei-Ichi Xu, Zhaoquing Wang, Chao Tobrman, Tomáš
n3:wos
000276052100006
n3:zamer
n13:MSM6046137301
s:issn
1615-4150
s:numberOfPages
5
n9:organizacniJednotka
22310