Short Synthesis of (+)-Actinobolin: Simple Entry to Complex Small-Molecule Inhibitors of Protein Synthesis

Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00159816%3A_____%2F22%3A00077638" target="_blank" >RIV/00159816:_____/22:00077638 - isvavai.cz</a>
Alternative codes found
RIV/00216224:14310/22:00125752
Result on the web
<a href="https://onlinelibrary.wiley.com/doi/10.1002/anie.202116520" target="_blank" >https://onlinelibrary.wiley.com/doi/10.1002/anie.202116520</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1002/anie.202116520" target="_blank" >10.1002/anie.202116520</a>

Result language
angličtina
Original language name
Short Synthesis of (+)-Actinobolin: Simple Entry to Complex Small-Molecule Inhibitors of Protein Synthesis
Original language description
We report a concise synthesis of the naturally occurring protein synthesis inhibitor (+)-actinobolin (1). The densely functionalized and stereochemically complex molecular structure of 1 was assembled from (-)-quinic acid, L-threonine, and L-alanine as the principal components. Our route is based around a convergent strategy that features conjugate addition of an alpha-amino radical in the key fragment-coupling step. The dramatically simplified synthesis of (+)-actinobolin proceeding in 9 steps with 18 % overall yield has practical implications for analog preparation, as demonstrated herein.
Czech name
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Czech description
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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
10400 - Chemical sciences

Project
Result was created during the realization of more than one project. More information in the Projects tab.
Continuities
N - Vyzkumna aktivita podporovana z neverejnych zdroju

Publication year
2022
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

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