Rhydian H. Beddoe
The catalytic Mitsunobu reaction: a critical analysis of the current state-of-the-art
Beddoe, Rhydian H.; Sneddon, Helen F.; Denton, Ross M.
Authors
Abstract
The Mitsunobu reaction is widely regarded as the pre-eminent method for performing nucleophilic substitutions of alcohols with inversion of configuration. However, its applicability to large-scale synthesis is undermined by the fact that alcohol activation occurs at the expense of two stoichiometric reagents – a phosphine and an azodicarboxylate. The ideal Mitsunobu reaction would be sub-stoichiometric in the phosphine and azodicarboxylate species and employ innocuous terminal oxidants and reductants to achieve recycling. This Review article provides a summary and analysis of recent advances towards the development of such catalytic Mitsunobu reactions.
Citation
Beddoe, R. H., Sneddon, H. F., & Denton, R. M. (2018). The catalytic Mitsunobu reaction: a critical analysis of the current state-of-the-art. Organic and Biomolecular Chemistry, 42(16), 7774-7781. https://doi.org/10.1039/c8ob01929k
Journal Article Type | Article |
---|---|
Acceptance Date | Sep 28, 2018 |
Online Publication Date | Oct 1, 2018 |
Publication Date | Nov 14, 2018 |
Deposit Date | Oct 23, 2018 |
Publicly Available Date | Oct 2, 2019 |
Journal | Organic & Biomolecular Chemistry |
Print ISSN | 1477-0520 |
Electronic ISSN | 1477-0539 |
Publisher | Royal Society of Chemistry |
Peer Reviewed | Peer Reviewed |
Volume | 42 |
Issue | 16 |
Pages | 7774-7781 |
DOI | https://doi.org/10.1039/c8ob01929k |
Keywords | Physical and Theoretical Chemistry; Organic Chemistry; Biochemistry |
Public URL | https://nottingham-repository.worktribe.com/output/1182665 |
Publisher URL | https://pubs.rsc.org/en/Content/ArticleLanding/2018/OB/C8OB01929K#!divAbstract |
Additional Information | : This document is Similarity Check deposited; : Rhydian H. Beddoe (ORCID); : Ross M. Denton (ORCID); : Single-blind; : Received 7 August 2018; Accepted 28 September 2018; Accepted Manuscript published 1 October 2018; Advance Article published 11 October 2018 |
Contract Date | Oct 23, 2018 |
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