Diastereoselective Cyclopropanation through Michael Addition-Initiated Ring Closure between alpha,alpha-Dibromoketones and alpha,beta-Unsaturated Fischer Carbene Complexes
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60461373%3A22310%2F20%3A43921718" target="_blank" >RIV/60461373:22310/20:43921718 - isvavai.cz</a>
Alternative codes found
RIV/60461373:22810/20:43921718
Result on the web
<a href="https://chemistry-europe.onlinelibrary.wiley.com/doi/epdf/10.1002/ejoc.201901503" target="_blank" >https://chemistry-europe.onlinelibrary.wiley.com/doi/epdf/10.1002/ejoc.201901503</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1002/ejoc.201901503" target="_blank" >10.1002/ejoc.201901503</a>
Alternative languages
Result language
angličtina
Original language name
Diastereoselective Cyclopropanation through Michael Addition-Initiated Ring Closure between alpha,alpha-Dibromoketones and alpha,beta-Unsaturated Fischer Carbene Complexes
Original language description
The diastereoselective synthesis of tetrasubstituted cyclopropanes is described. The two-step procedure is based on the 3-exo-tet Michael addition-initiated ring closure. In the first step, the enolates derived from alpha,alpha-dibromoketones react with the alpha,beta-unsaturated Fischer alkoxycarbene complexes to obtain tetrasubstituted cyclopropanes, which are then treated with ceric-ammonium nitrate to yield the final products. The methodology tolerates diverse functional groups, and high diastereoselectivity (dr >= 98:2) is observed in all cases.
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/GA18-12150S" target="_blank" >GA18-12150S: Synthesis and characterization of semiconducting supramolecules of novel type and their use in preparation of organic transistors (OFETs)</a><br>
Continuities
P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)
Others
Publication year
2020
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
—
Volume of the periodical
2020
Issue of the periodical within the volume
4
Country of publishing house
DE - GERMANY
Number of pages
8
Pages from-to
429-436
UT code for WoS article
000507322200001
EID of the result in the Scopus database
2-s2.0-85078372839