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DOI: 10.1055/s-0043-1775441
Enantioselective Wittig Reactions Controlled by PIII/PV=O Redox Catalysis
This project has received funding from the European Research Council (ERC) under the European Union’s Horizon 2020 research and innovation programme (grant agreement No. 101002471).
Abstract
The development of catalytic PIII/PV=O redox processes has transformed the Wittig reaction, traditionally plagued by stoichiometric phosphine oxide byproducts, into an efficient and more benign method for synthesizing alkenes. Recently, the feasibility of enantioselective PIII/PV=O redox catalysis was demonstrated by using chiral phosphine catalysts, such as HypPhos. For example, an atroposelective Wittig reaction using Boc-MBH adducts, where endogenous base release facilitates ylide formation and acid co-catalysis, allows enantiocontrol and effective PIII/PV=O redox cycling, while catalyst-stereocontrolled enantioselective Wittig reactions generally extend the scope and sustainability of the synthesis of complex molecules.
1 Introduction
2 meso-Desymmetrizations
3 Atroposelective Catalysis
4 Conclusion
Key words
Wittig reaction - stereoselectivity - redox catalysis - meso-desymmetrization - atropisomersPublication History
Received: 30 October 2024
Accepted: 17 December 2024
Article published online:
03 February 2025
© 2025. The Author(s). This is an open access article published by Thieme under the terms of the Creative Commons Attribution-NonDerivative-NonCommercial-License, permitting copying and reproduction so long as the original work is given appropriate credit. Contents may not be used for commercial purposes or adapted, remixed, transformed or built upon. (https://creativecommons.org/licenses/by-nc-nd/4.0/)
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