Issue 42, 2018

The catalytic Mitsunobu reaction: a critical analysis of the current state-of-the-art

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.

Graphical abstract: The catalytic Mitsunobu reaction: a critical analysis of the current state-of-the-art

Article information

Article type
Review Article
Submitted
07 août 2018
Accepted
28 sept. 2018
First published
01 oct. 2018

Org. Biomol. Chem., 2018,16, 7774-7781

The catalytic Mitsunobu reaction: a critical analysis of the current state-of-the-art

R. H. Beddoe, H. F. Sneddon and R. M. Denton, Org. Biomol. Chem., 2018, 16, 7774 DOI: 10.1039/C8OB01929K

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