Dichotomy within 1,4-addition of organolithium and Grignard reagents to α,β-unsaturated Fischer alkoxycarbenes: A new synthesis of Fischer carbenes
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60461373%3A22310%2F19%3A43919932" target="_blank" >RIV/60461373:22310/19:43919932 - isvavai.cz</a>
Alternative codes found
RIV/60461373:22810/19:43919932
Result on the web
<a href="https://www.sciencedirect.com/science/article/pii/S0040402019301978?via%3Dihub" target="_blank" >https://www.sciencedirect.com/science/article/pii/S0040402019301978?via%3Dihub</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1016/j.tet.2019.02.038" target="_blank" >10.1016/j.tet.2019.02.038</a>
Alternative languages
Result language
angličtina
Original language name
Dichotomy within 1,4-addition of organolithium and Grignard reagents to α,β-unsaturated Fischer alkoxycarbenes: A new synthesis of Fischer carbenes
Original language description
The reaction of organolithium and Grignard reagents with pentacarbonyl[(ethoxy)(2-phenylethenyl)carbene]chromium(0) gave, after the quenching of the initially formed product of the 1,4-addition, different products depending on the organometallic and quenching reagents used. The addition of organolithiums, followed by a work-up with acid (AcOH or HCl), afforded the corresponding carbene complexes. In contrast, quenching the reaction mixture with ethanol led to the stereoselective formation of (Z)-enol ethers. The usage of Grignard reagents led to the formation of the carbene complexes regardless of which quenching reagent was used. © 2019 Elsevier Ltd
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/GA17-21770S" target="_blank" >GA17-21770S: Modular Synthesis of New Fischer Biscarbene Complexes, their Structural Features and Synthetic Applications</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
Tetrahedron
ISSN
0040-4020
e-ISSN
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Volume of the periodical
75
Issue of the periodical within the volume
14
Country of publishing house
IE - IRELAND
Number of pages
7
Pages from-to
2175-2181
UT code for WoS article
000463311400013
EID of the result in the Scopus database
2-s2.0-85062218749