Cross-Coupling Reaction of Saccharide-Based Alkenyl Boronic Acids with Aryl Halides: The Synthesis of Bergenin

Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216208%3A11310%2F14%3A10281056" target="_blank" >RIV/00216208:11310/14:10281056 - isvavai.cz</a>
Alternative codes found
RIV/61388963:_____/14:00428641
Result on the web
<a href="http://dx.doi.org/10.1002/chem.201304304" target="_blank" >http://dx.doi.org/10.1002/chem.201304304</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1002/chem.201304304" target="_blank" >10.1002/chem.201304304</a>

Result language
angličtina
Original language name
Cross-Coupling Reaction of Saccharide-Based Alkenyl Boronic Acids with Aryl Halides: The Synthesis of Bergenin
Original language description
A convenient synthetic pathway enabling D-glucal and D-galactal pinacol boronates to be prepared in good isolated yields was achieved. Both pinacol boronates were tested in a series of cross-coupling reactions under Suzuki-Miyaura cross-coupling conditions to obtain the corresponding aryl, heteroaryl, and alkenyl derivatives in high isolated yields. This methodology was applied to the formal synthesis of the glucopyranoside moiety of papulacandinD and the first total synthesis of bergenin.
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
—

Project
<a href="/en/project/GA13-15915S" target="_blank" >GA13-15915S: Development of zirconocene-based methods for sesquiterpenoids synthesis</a><br>
Continuities
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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