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

Tang, Xiaoping; Chapman, Charlotte; Whiting, Matthew; Denton, Ross Matthew

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

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Tang, Xiaoping, Chapman, Charlotte, 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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Official URL: http://pubs.rsc.org/en/Content/ArticleLanding/2014/CC/c4cc02171a#!divAbstract

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:	10.1039/C4CC02171A
Depositing User:	Bramwell, Roseanna
Date Deposited:	22 Aug 2016 14:21
Last Modified:	04 May 2020 16:47
URI:	https://eprints.nottingham.ac.uk/id/eprint/35947

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