Benzo[d]imidazole and Aliphatic alpha-Amino Acid Derived Primary Amines in Asymmetric Aldol Reaction

Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216275%3A25310%2F14%3A39897795" target="_blank" >RIV/00216275:25310/14:39897795 - isvavai.cz</a>
Result on the web
<a href="http://dx.doi.org/10.1055/s-0033-1340598" target="_blank" >http://dx.doi.org/10.1055/s-0033-1340598</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1055/s-0033-1340598" target="_blank" >10.1055/s-0033-1340598</a>

Result language
angličtina
Original language name
Benzo[d]imidazole and Aliphatic alpha-Amino Acid Derived Primary Amines in Asymmetric Aldol Reaction
Original language 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.
Czech name
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Czech description
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Type
J<sub>x</sub> - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)
CEP classification
CC - Organic chemistry
OECD FORD branch
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Project
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Continuities
S - Specificky vyzkum na vysokych skolach<br>I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Publication year
2014
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

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