Flavin Catalysis Employing an N(5)-Adduct: an Application in the Aerobic Organocatalytic Mitsunobu Reaction
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60461373%3A22310%2F19%3A43919764" target="_blank" >RIV/60461373:22310/19:43919764 - isvavai.cz</a>
Result on the web
<a href="https://onlinelibrary.wiley.com/doi/full/10.1002/ejoc.201900397" target="_blank" >https://onlinelibrary.wiley.com/doi/full/10.1002/ejoc.201900397</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1002/ejoc.201900397" target="_blank" >10.1002/ejoc.201900397</a>
Alternative languages
Result language
angličtina
Original language name
Flavin Catalysis Employing an N(5)-Adduct: an Application in the Aerobic Organocatalytic Mitsunobu Reaction
Original language description
An artificial flavin system has been firstly proved to employ an N(5)-adduct for a catalytic transformation. This mode of catalysis occurs in some flavoenzymes but it is unknown in chemocatalysis, still exclusively using only C(4a)-adducts. In our report, an ethylene-bridged biomimetic flavin has been shown to participate in the Mitsunobu esterification reaction as an alternative to dialkyl azodicarboxylate. The reaction occurs via a flavin N(5)-triphenylphosphane adduct and is catalytic from the point of view of the flavin, which is regenerated by oxygen. This approach distinguishes from other catalytic Mitsunobu reaction procedures which require an extra catalytic system.
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
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OECD FORD branch
10401 - Organic chemistry
Result continuities
Project
<a href="/en/project/GA16-09436S" target="_blank" >GA16-09436S: Photocatalytic and Organocatalytic Mitsunobu Reaction Mediated by Flavin derivatives and Visible Light</a><br>
Continuities
P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)
Others
Publication year
2019
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Name of the periodical
European Journal of Organic Chemistry
ISSN
1434-193X
e-ISSN
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Volume of the periodical
2019
Issue of the periodical within the volume
20
Country of publishing house
DE - GERMANY
Number of pages
5
Pages from-to
3264-3268
UT code for WoS article
000472974000026
EID of the result in the Scopus database
2-s2.0-85066461722