Single Electron Transfer-Induced Selective α-Oxygenation of Glycine Derivatives
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61388963%3A_____%2F22%3A00551919" target="_blank" >RIV/61388963:_____/22:00551919 - isvavai.cz</a>
Alternative codes found
RIV/00216208:11310/22:10454367
Result on the web
<a href="https://doi.org/10.1002/adsc.202100964" target="_blank" >https://doi.org/10.1002/adsc.202100964</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1002/adsc.202100964" target="_blank" >10.1002/adsc.202100964</a>
Alternative languages
Result language
angličtina
Original language name
Single Electron Transfer-Induced Selective α-Oxygenation of Glycine Derivatives
Original language description
Modification of amino acids is an important strategy in organic and bioorganic chemistry. In contrast to common side-chain functionalization, backbone modification is much less explored. Especially glycine units seem to be attractive and versatile since a wide range of functionality can be potentially introduced. We report here oxidative modification of glycinates that are stable and enable further functionalization. Selective glycinate enolate oxidation by TEMPO or a FeCp2PF6/TEMPO reagent combination provides stable alkoxyamines in good to excellent yields. The methodology is expanded to glycine-containing dipeptides demonstrating selective oxygenation at the glycine unit. The orthogonal reactivity potential of oxygenated glycines for transformation to other amino acid derivatives is explored.
Czech name
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Czech description
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Classification
Type
J<sub>imp</sub> - Article in a specialist periodical, which is included in the Web of Science database
CEP classification
—
OECD FORD branch
10401 - Organic chemistry
Result continuities
Project
<a href="/en/project/EF16_019%2F0000729" target="_blank" >EF16_019/0000729: Chemical biology for drugging undruggable targets</a><br>
Continuities
I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace
Others
Publication year
2022
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Name of the periodical
Advanced Synthesis & Catalysis
ISSN
1615-4150
e-ISSN
1615-4169
Volume of the periodical
364
Issue of the periodical within the volume
2
Country of publishing house
DE - GERMANY
Number of pages
8
Pages from-to
405-412
UT code for WoS article
000711550100001
EID of the result in the Scopus database
2-s2.0-85118209220