Total Synthesis of Coibacin D by Using Enantioselective Allylation and Metathesis Reactions

Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216208%3A11310%2F16%3A10328127" target="_blank" >RIV/00216208:11310/16:10328127 - isvavai.cz</a>
Alternative codes found
RIV/00216208:11160/16:10328127
Result on the web
<a href="http://dx.doi.org/10.1002/ajoc.201600022" target="_blank" >http://dx.doi.org/10.1002/ajoc.201600022</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1002/ajoc.201600022" target="_blank" >10.1002/ajoc.201600022</a>

Result language
angličtina
Original language name
Total Synthesis of Coibacin D by Using Enantioselective Allylation and Metathesis Reactions
Original language description
The first asymmetric total synthesis of coibacin D, a metabolite isolated from the marine cyanobacterium cf. Oscillatoria sp., was achieved in six steps starting from simple hept-6-en-1-ol. The synthetic strategy was based on a chiral Bronsted acid catalyzed enantioselective allylboration and a Ru-carbene complex catalyzed sequential ring-closing and cross-metathesis strategy. The recorded spectro-scopic data and the sign of the optical rotation of the synthesized coibacin D were in agreement with the published data for the isolated compound, which confirmed the proposed structure and absolute configuration.
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/GAP207%2F11%2F0587" target="_blank" >GAP207/11/0587: Development and Application of Catalysts Based on Chiral Bipyridine Scaffold</a><br>
Continuities
P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)

Publication year
2016
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

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