Diastereoselective C(sp<sup>3</sup>)–H acetoxylation of phosphoramidites

Chiral phosphines are important ligands in asymmetric catalysis, yet their potential as directing groups for asymmetric C-H activation remains unexplored due to the oxidative nature of these reactions. We present a Pd-catalysed, P(III)-directed diastereoselective acetoxylation of phosphoramidites, with DFT calculations elucidating their unique reactivity and supporting the proposed reaction mechanism.

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Publication Details

Journal
Chemical Communications
Published
2025-01-01
DOI
https://doi.org/10.1039/d5cc00550g
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
Field-Weighted Citation Impact
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article

Diastereoselective C(sp3)–H acetoxylation of phosphoramidites

Georgios Alachouzos, Vanda Dašková, Niklas O. Thiel, Anirban Mondal et al.
Chemical Communications
Catalytic C–H Functionalization Methods
article

Diastereoselective C(sp3)–H acetoxylation of phosphoramidites

Georgios Alachouzos, Vanda Dašková, Niklas O. Thiel, Anirban Mondal, Ben L. Feringa, Xiaobing Chen
article en

Abstract

Chiral phosphines are important ligands in asymmetric catalysis, yet their potential as directing groups for asymmetric C-H activation remains unexplored due to the oxidative nature of these reactions. We present a Pd-catalysed, P(III)-directed diastereoselective acetoxylation of phosphoramidites, with DFT calculations elucidating their unique reactivity and supporting the proposed reaction mechanism.

Chemical CommunicationsVol. 61(35)
University of Groningen (NL)
Openalex Percentile: Top 95%
Catalytic C–H Functionalization Methods
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