Unusual beta,beta'-coupling and beta-alkylation of methyl 2,3,3-trifluoropropenoate by lithium diorganocuprates

Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61388963%3A_____%2F11%3A00370023" target="_blank" >RIV/61388963:_____/11:00370023 - isvavai.cz</a>
Result on the web
<a href="http://dx.doi.org/10.1016/j.jfluchem.2010.12.003" target="_blank" >http://dx.doi.org/10.1016/j.jfluchem.2010.12.003</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1016/j.jfluchem.2010.12.003" target="_blank" >10.1016/j.jfluchem.2010.12.003</a>

Result language
angličtina
Original language name
Unusual beta,beta'-coupling and beta-alkylation of methyl 2,3,3-trifluoropropenoate by lithium diorganocuprates
Original language description
Methyl 2,3,3-trifluoroprop-2-enoate (1) reacts with lithium diorganocuprates in two ways, by fluorine substitution at C-3 with alkyl or aryl, or by beta,beta' CC-coupling. The reaction product was strongly dependent on the organyl structure: while dibutyl- or diphenylcuprate reacted by C-3 substitution, dimethylcuprate afforded the product of the coupling, dimethyl (Z,Z)-2,3,4,5-tetrafluorohexa-2,4-dienedioate (3). (Z)-Configuration is highly prevailing in 3-alkylated 2,3-difluoropropenoates (77-90% rel.). (C) 2010 Elsevier B.V. All rights reserved.
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
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Publication year
2011
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

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