Sometimes, the Least Demanding Solution Is the Most Suitable: A Careful Survey of NMR Spectra of a Phosphonium Salt Accounted for Its “Unusual Wittig Reaction”

[Image: see text] Careful product analysis in combination with appropriate supporting experiments unambiguously proves that in contrast to what was previously reported, generation of the phosphonium salt from a β-cyclocitral-derived allylic alcohol and PPh(3)HBr takes place via a proton-driven elimi...

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Autores principales: Fantinati, Anna, Marchetti, Paolo, Trapella, Claudio, Zanirato, Vinicio
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2018
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6644793/
https://www.ncbi.nlm.nih.gov/pubmed/31458946
http://dx.doi.org/10.1021/acsomega.8b01228
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author Fantinati, Anna
Marchetti, Paolo
Trapella, Claudio
Zanirato, Vinicio
author_facet Fantinati, Anna
Marchetti, Paolo
Trapella, Claudio
Zanirato, Vinicio
author_sort Fantinati, Anna
collection PubMed
description [Image: see text] Careful product analysis in combination with appropriate supporting experiments unambiguously proves that in contrast to what was previously reported, generation of the phosphonium salt from a β-cyclocitral-derived allylic alcohol and PPh(3)HBr takes place via a proton-driven elimination/addition path.
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spelling pubmed-66447932019-08-27 Sometimes, the Least Demanding Solution Is the Most Suitable: A Careful Survey of NMR Spectra of a Phosphonium Salt Accounted for Its “Unusual Wittig Reaction” Fantinati, Anna Marchetti, Paolo Trapella, Claudio Zanirato, Vinicio ACS Omega [Image: see text] Careful product analysis in combination with appropriate supporting experiments unambiguously proves that in contrast to what was previously reported, generation of the phosphonium salt from a β-cyclocitral-derived allylic alcohol and PPh(3)HBr takes place via a proton-driven elimination/addition path. American Chemical Society 2018-07-19 /pmc/articles/PMC6644793/ /pubmed/31458946 http://dx.doi.org/10.1021/acsomega.8b01228 Text en Copyright © 2018 American Chemical Society This is an open access article published under an ACS AuthorChoice License (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html) , which permits copying and redistribution of the article or any adaptations for non-commercial purposes.
spellingShingle Fantinati, Anna
Marchetti, Paolo
Trapella, Claudio
Zanirato, Vinicio
Sometimes, the Least Demanding Solution Is the Most Suitable: A Careful Survey of NMR Spectra of a Phosphonium Salt Accounted for Its “Unusual Wittig Reaction”
title Sometimes, the Least Demanding Solution Is the Most Suitable: A Careful Survey of NMR Spectra of a Phosphonium Salt Accounted for Its “Unusual Wittig Reaction”
title_full Sometimes, the Least Demanding Solution Is the Most Suitable: A Careful Survey of NMR Spectra of a Phosphonium Salt Accounted for Its “Unusual Wittig Reaction”
title_fullStr Sometimes, the Least Demanding Solution Is the Most Suitable: A Careful Survey of NMR Spectra of a Phosphonium Salt Accounted for Its “Unusual Wittig Reaction”
title_full_unstemmed Sometimes, the Least Demanding Solution Is the Most Suitable: A Careful Survey of NMR Spectra of a Phosphonium Salt Accounted for Its “Unusual Wittig Reaction”
title_short Sometimes, the Least Demanding Solution Is the Most Suitable: A Careful Survey of NMR Spectra of a Phosphonium Salt Accounted for Its “Unusual Wittig Reaction”
title_sort sometimes, the least demanding solution is the most suitable: a careful survey of nmr spectra of a phosphonium salt accounted for its “unusual wittig reaction”
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6644793/
https://www.ncbi.nlm.nih.gov/pubmed/31458946
http://dx.doi.org/10.1021/acsomega.8b01228
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