Development of a redox-free mitsunobu reaction exploiting phosphine oxides as precursors to dioxyphosphoranes

Tang, Xiaoping and Chapman, Charlotte and Whiting, Matthew and Denton, Ross Matthew (2014) Development of a redox-free mitsunobu reaction exploiting phosphine oxides as precursors to dioxyphosphoranes. Chemical Communications, 50 . pp. 7340-7343. ISSN 1364-548X

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Abstract

The development of the first redox-free protocol for the Mitsunobu reaction is described. This has been achieved by exploiting triphenylphosphine oxide – the unwanted by-product in the conventional Mitsunobu reaction – as the precursor to the active P(V) coupling reagent. Multinuclear NMR studies are consistent with hydroxyl activation via an alkoxyphosphonium salt.

Item Type: Article
RIS ID: https://nottingham-repository.worktribe.com/output/728452
Schools/Departments: University of Nottingham, UK > Faculty of Science > School of Chemistry
Identification Number: https://doi.org/10.1039/C4CC02171A
Depositing User: Bramwell, Roseanna
Date Deposited: 22 Aug 2016 14:21
Last Modified: 04 May 2020 16:47
URI: http://eprints.nottingham.ac.uk/id/eprint/35947

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