Development of a redox-free mitsunobu reaction exploiting phosphine oxides as precursors to dioxyphosphoranes
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 ar...
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| Format: | Article |
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Royal Society of Chemistry
2014
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| Online Access: | https://eprints.nottingham.ac.uk/35947/ |
| _version_ | 1848795195990081536 |
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| author | Tang, Xiaoping Chapman, Charlotte Whiting, Matthew Denton, Ross Matthew |
| author_facet | Tang, Xiaoping Chapman, Charlotte Whiting, Matthew Denton, Ross Matthew |
| author_sort | Tang, Xiaoping |
| building | Nottingham Research Data Repository |
| collection | Online Access |
| description | 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. |
| first_indexed | 2025-11-14T19:28:14Z |
| format | Article |
| id | nottingham-35947 |
| institution | University of Nottingham Malaysia Campus |
| institution_category | Local University |
| last_indexed | 2025-11-14T19:28:14Z |
| publishDate | 2014 |
| publisher | Royal Society of Chemistry |
| recordtype | eprints |
| repository_type | Digital Repository |
| spelling | nottingham-359472020-05-04T16:47:49Z https://eprints.nottingham.ac.uk/35947/ Development of a redox-free mitsunobu reaction exploiting phosphine oxides as precursors to dioxyphosphoranes Tang, Xiaoping Chapman, Charlotte Whiting, Matthew Denton, Ross Matthew 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. Royal Society of Chemistry 2014-05-19 Article PeerReviewed 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 http://pubs.rsc.org/en/Content/ArticleLanding/2014/CC/c4cc02171a#!divAbstract doi:10.1039/C4CC02171A doi:10.1039/C4CC02171A |
| spellingShingle | Tang, Xiaoping Chapman, Charlotte Whiting, Matthew Denton, Ross Matthew Development of a redox-free mitsunobu reaction exploiting phosphine oxides as precursors to dioxyphosphoranes |
| title | Development of a redox-free mitsunobu reaction exploiting phosphine oxides as precursors to dioxyphosphoranes |
| title_full | Development of a redox-free mitsunobu reaction exploiting phosphine oxides as precursors to dioxyphosphoranes |
| title_fullStr | Development of a redox-free mitsunobu reaction exploiting phosphine oxides as precursors to dioxyphosphoranes |
| title_full_unstemmed | Development of a redox-free mitsunobu reaction exploiting phosphine oxides as precursors to dioxyphosphoranes |
| title_short | Development of a redox-free mitsunobu reaction exploiting phosphine oxides as precursors to dioxyphosphoranes |
| title_sort | development of a redox-free mitsunobu reaction exploiting phosphine oxides as precursors to dioxyphosphoranes |
| url | https://eprints.nottingham.ac.uk/35947/ https://eprints.nottingham.ac.uk/35947/ https://eprints.nottingham.ac.uk/35947/ |