<div class="csl-bib-body">
<div class="csl-entry">Pourkaveh, R., Podewitz, M., & Schnürch, M. (2023). A Fujiwara-Moritani-type alkenylation using a traceless directing group strategy: a rare example of C-C bond formation towards the C2-carbon of terminal alkenes. <i>European Journal of Organic Chemistry</i>, <i>26</i>(8), Article e202201179. https://doi.org/10.1002/ejoc.202201179</div>
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dc.identifier.issn
1434-193X
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dc.identifier.uri
http://hdl.handle.net/20.500.12708/187870
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dc.description.abstract
Herein we report, a rhodium-catalyzed Fujiwara-Moritani-type reaction of unactivated terminal alkenes and benzoic acid derivatives bearing electron donating residues under mild conditions. The acid functionality acts as a traceless directing group delivering products alkenylated in meta-position to the electron donating substituent in contrast to the usually obtained ortho- and para-substitution in Friedel-Crafts-type reactions. Remarkably, the new C−C bond is formed to the C2 of the terminal olefin, in contrast to similar reported transformations. Initially formed mixtures of exo- and endo-double bond isomers can be efficiently isomerized to the more stable endo-products.
en
dc.description.sponsorship
FWF Fonds zur Förderung der wissenschaftlichen Forschung (FWF)
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dc.language.iso
en
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dc.publisher
Wiley
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dc.relation.ispartof
European Journal of Organic Chemistry
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dc.rights.uri
http://creativecommons.org/licenses/by/4.0/
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dc.subject
benzoic acid
en
dc.subject
C-H Activation
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dc.subject
olefination
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dc.title
A Fujiwara-Moritani-type alkenylation using a traceless directing group strategy: a rare example of C-C bond formation towards the C2-carbon of terminal alkenes