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Statements

Subject Item
n2:RIV%2F00216208%3A11310%2F14%3A10281056%21RIV15-MSM-11310___
rdf:type
n10:Vysledek skos:Concept
rdfs:seeAlso
http://dx.doi.org/10.1002/chem.201304304
dcterms:description
A convenient synthetic pathway enabling D-glucal and D-galactal pinacol boronates to be prepared in good isolated yields was achieved. Both pinacol boronates were tested in a series of cross-coupling reactions under Suzuki-Miyaura cross-coupling conditions to obtain the corresponding aryl, heteroaryl, and alkenyl derivatives in high isolated yields. This methodology was applied to the formal synthesis of the glucopyranoside moiety of papulacandinD and the first total synthesis of bergenin. A convenient synthetic pathway enabling D-glucal and D-galactal pinacol boronates to be prepared in good isolated yields was achieved. Both pinacol boronates were tested in a series of cross-coupling reactions under Suzuki-Miyaura cross-coupling conditions to obtain the corresponding aryl, heteroaryl, and alkenyl derivatives in high isolated yields. This methodology was applied to the formal synthesis of the glucopyranoside moiety of papulacandinD and the first total synthesis of bergenin.
dcterms:title
Cross-Coupling Reaction of Saccharide-Based Alkenyl Boronic Acids with Aryl Halides: The Synthesis of Bergenin Cross-Coupling Reaction of Saccharide-Based Alkenyl Boronic Acids with Aryl Halides: The Synthesis of Bergenin
skos:prefLabel
Cross-Coupling Reaction of Saccharide-Based Alkenyl Boronic Acids with Aryl Halides: The Synthesis of Bergenin Cross-Coupling Reaction of Saccharide-Based Alkenyl Boronic Acids with Aryl Halides: The Synthesis of Bergenin
skos:notation
RIV/00216208:11310/14:10281056!RIV15-MSM-11310___
n3:aktivita
n8:I n8:P
n3:aktivity
I, P(GA13-15915S)
n3:cisloPeriodika
15
n3:dodaniDat
n16:2015
n3:domaciTvurceVysledku
n9:4268180
n3:druhVysledku
n5:J
n3:duvernostUdaju
n18:S
n3:entitaPredkladatele
n19:predkladatel
n3:idSjednocenehoVysledku
9248
n3:idVysledku
RIV/00216208:11310/14:10281056
n3:jazykVysledku
n14:eng
n3:klicovaSlova
synthetic methods; protecting groups; natural products; glycosides; CC coupling
n3:klicoveSlovo
n7:glycosides n7:protecting%20groups n7:synthetic%20methods n7:natural%20products n7:CC%20coupling
n3:kodStatuVydavatele
DE - Spolková republika Německo
n3:kontrolniKodProRIV
[F161BF481EE0]
n3:nazevZdroje
Chemistry - A European Journal
n3:obor
n13:CC
n3:pocetDomacichTvurcuVysledku
1
n3:pocetTvurcuVysledku
3
n3:projekt
n20:GA13-15915S
n3:rokUplatneniVysledku
n16:2014
n3:svazekPeriodika
20
n3:tvurceVysledku
Kotora, Martin Parkan, Kamil Pohl, Radek
n3:wos
000333632800029
s:issn
0947-6539
s:numberOfPages
6
n17:doi
10.1002/chem.201304304
n4:organizacniJednotka
11310