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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".

ABSTRACT: 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 ?-cyclocitral-derived allylic alcohol and PPh₃HBr takes place via a proton-driven elimination/addition path.

SUBMITTER: Fantinati A

PROVIDER: S-EPMC6644793 | biostudies-literature | 2018 Jul

REPOSITORIES: biostudies-literature

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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 A Marchetti Paolo P Trapella Claudio C Zanirato Vinicio V

ACS omega 20180719 7

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<sub>3</sub>HBr takes place via a proton-driven elimination/addition path. ...[more]

PMID: 31458946

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