The Baeyer–Villiger Oxidation of Cubyl Ketones: A Synthetic Route to Functionalized Cubanols

The synthesis of functionalized cubanols has been developed via a 2-step protocol comprising of a Baeyer-Villiger oxidation of cubyl ketones, followed by acid hydrolysis. As part of this study, we determine the relative migratory aptitude of cubyl groups in the Baeyer-Villiger oxidation and rationalize these experimental findings with computational studies.

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Publication Details

Journal
Organic Letters
Published
2025-08-08
DOI
https://doi.org/10.1021/acs.orglett.5c02760
Primary Topic
Oxidative Organic Chemistry Reactions
Type
article
Field-Weighted Citation Impact
0.00

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article

The Baeyer–Villiger Oxidation of Cubyl Ketones: A Synthetic Route to Functionalized Cubanols

James A. Platts, Jasmine Hind, Matthew Tredwell, Ian A. Fallis
Organic Letters
Oxidative Organic Chemistry Reactions
article

The Baeyer–Villiger Oxidation of Cubyl Ketones: A Synthetic Route to Functionalized Cubanols

James A. Platts, Jasmine Hind, Matthew Tredwell, Ian A. Fallis
article en

Abstract

The synthesis of functionalized cubanols has been developed via a 2-step protocol comprising of a Baeyer-Villiger oxidation of cubyl ketones, followed by acid hydrolysis. As part of this study, we determine the relative migratory aptitude of cubyl groups in the Baeyer-Villiger oxidation and rationalize these experimental findings with computational studies.

Organic LettersVol. 27(33)
University Hospital of Wales (GB), Centre de Recherche en Sciences et Technologies de l'Information et de la Communication (FR), Cardiff University (GB)
Engineering and Physical Sciences Research Council
Openalex Percentile: Top 85%
Oxidative Organic Chemistry Reactions
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