Design and Efficient Synthesis of Amino Acid Derived 2-Substituted Imidazoles by Palladium-Catalyzed Cross-Coupling Reactions
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216275%3A25310%2F09%3A00007558" target="_blank" >RIV/00216275:25310/09:00007558 - isvavai.cz</a>
Result on the web
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DOI - Digital Object Identifier
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Alternative languages
Result language
angličtina
Original language name
Design and Efficient Synthesis of Amino Acid Derived 2-Substituted Imidazoles by Palladium-Catalyzed Cross-Coupling Reactions
Original language description
Optically active imidazole derivatives featuring an aamino acid motive substituted at the 2-position can be prepared in moderate to good yields by Negishi as well as Suzuki?Miyaura cross-couplings as the key synthetic steps. The reaction sequence involves N-protection (ethoxymethylation), whereby both generated regioisomers could be separated by column chromatography, and selective 2-lithiation. Subsequent transmetalation to zinc or an iodine quench affords reactants suitable for Pd-catalyzed Negishi and Suzuki?Miyaura reactions with (hetero)aromatics.
Czech name
Design a syntéza 2-substituovaných derivátů imidazolu a amino kyselin paladiem katalyzovanými cross-coupling reakcemi
Czech description
Opticky aktivní deriváty imidazolu s motivem amino kyselin a substituovanými v poloze 2 lze připravovat pomocí Negishi nebo Suzuki-Miyaura cross-coupling reakcemi. Reakční sekvence zahrnuje N-protekci (ethoxymethylaci), kdy vzniklé regioisomery lze dělitpomocí sloupcové chromatografie, selektivní lithiaci v poloze 2 následovanou transmetalací na zinek nebo reakcí s jodem a Negishi nebo Suzuki-Miyaura reakci s (hetero)aromáty.
Classification
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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Result continuities
Project
<a href="/en/project/GP203%2F07%2FP013" target="_blank" >GP203/07/P013: Nonracemic nitrogen ligands based on imidazole - potencial catalysts of asymmetric reactions.</a><br>
Continuities
Z - Vyzkumny zamer (s odkazem do CEZ)
Others
Publication year
2009
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Name of the periodical
Synthesis
ISSN
0039-7881
e-ISSN
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Volume of the periodical
2009
Issue of the periodical within the volume
02
Country of publishing house
DE - GERMANY
Number of pages
8
Pages from-to
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UT code for WoS article
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EID of the result in the Scopus database
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