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Statements

Subject Item
n2:RIV%2F00216275%3A25310%2F14%3A39897795%21RIV15-MSM-25310___
rdf:type
skos:Concept n17:Vysledek
dcterms:description
Starting from essential alfa-amino acids, four new benzo[d]imidazole and alkyl chain substituted primary amines were synthesized. The reaction sequence involves activation of the Boc-amino acid carboxylic acid, reaction with o-phenylenediamine and subsequent cyclization to benzo[d]imidazole. N-Methylation and final Boc group removal afforded four new primary amines. The synthesized amines were preliminarily applied as organocatalysts in asymmetric version of the aldol reaction between 4-nitrobenzaldehyde and acetone/cyclohexanone achieving chemical yields 40-64 % and ee and de up to 65 and 96 %, respectively. Starting from essential alfa-amino acids, four new benzo[d]imidazole and alkyl chain substituted primary amines were synthesized. The reaction sequence involves activation of the Boc-amino acid carboxylic acid, reaction with o-phenylenediamine and subsequent cyclization to benzo[d]imidazole. N-Methylation and final Boc group removal afforded four new primary amines. The synthesized amines were preliminarily applied as organocatalysts in asymmetric version of the aldol reaction between 4-nitrobenzaldehyde and acetone/cyclohexanone achieving chemical yields 40-64 % and ee and de up to 65 and 96 %, respectively.
dcterms:title
Benzo[d]imidazole and Aliphatic alpha-Amino Acid Derived Primary Amines in Asymmetric Aldol Reaction Benzo[d]imidazole and Aliphatic alpha-Amino Acid Derived Primary Amines in Asymmetric Aldol Reaction
skos:prefLabel
Benzo[d]imidazole and Aliphatic alpha-Amino Acid Derived Primary Amines in Asymmetric Aldol Reaction Benzo[d]imidazole and Aliphatic alpha-Amino Acid Derived Primary Amines in Asymmetric Aldol Reaction
skos:notation
RIV/00216275:25310/14:39897795!RIV15-MSM-25310___
n4:aktivita
n18:S n18:I
n4:aktivity
I, S
n4:cisloPeriodika
4
n4:dodaniDat
n12:2015
n4:domaciTvurceVysledku
Mohite, Pravinkumar Hansraj n9:1821199 n9:6034543
n4:druhVysledku
n16:J
n4:duvernostUdaju
n14:S
n4:entitaPredkladatele
n11:predkladatel
n4:idSjednocenehoVysledku
5090
n4:idVysledku
RIV/00216275:25310/14:39897795
n4:jazykVysledku
n10:eng
n4:klicovaSlova
asymmetric aldolization; amino acid; Benzodimidazole
n4:klicoveSlovo
n13:amino%20acid n13:Benzodimidazole n13:asymmetric%20aldolization
n4:kodStatuVydavatele
DE - Spolková republika Německo
n4:kontrolniKodProRIV
[15E0A2FDC19A]
n4:nazevZdroje
Synlett
n4:obor
n6:CC
n4:pocetDomacichTvurcuVysledku
3
n4:pocetTvurcuVysledku
3
n4:rokUplatneniVysledku
n12:2014
n4:svazekPeriodika
25
n4:tvurceVysledku
Drabina, Pavel Bureš, Filip Mohite, Pravinkumar Hansraj
n4:wos
000331462000005
s:issn
0936-5214
s:numberOfPages
4
n15:doi
10.1055/s-0033-1340598
n5:organizacniJednotka
25310