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".

Autor: Fantinati A; Department of Chemical and Pharmaceutical Sciences, University of Ferrara, Via Fossato di Mortara 17, I-44121 Ferrara, Italy., Marchetti P; Department of Chemical and Pharmaceutical Sciences, University of Ferrara, Via Fossato di Mortara 17, I-44121 Ferrara, Italy., Trapella C; Department of Chemical and Pharmaceutical Sciences, University of Ferrara, Via Fossato di Mortara 17, I-44121 Ferrara, Italy., Zanirato V; Department of Chemical and Pharmaceutical Sciences, University of Ferrara, Via Fossato di Mortara 17, I-44121 Ferrara, Italy.
Jazyk: angličtina
Zdroj: ACS omega [ACS Omega] 2018 Jul 19; Vol. 3 (7), pp. 8091-8096. Date of Electronic Publication: 2018 Jul 19 (Print Publication: 2018).
DOI: 10.1021/acsomega.8b01228
Abstrakt: 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.
Competing Interests: The authors declare no competing financial interest.
Databáze: MEDLINE