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

Jasmine Hind; Ian A. Fallis; James A. Platts; Matthew Tredwell

doi:10.1021/acs.orglett.5c02760

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

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

Cardiff University
Cardiff University School of Medicine

Research output: Contribution to journal › Article › peer-review

1 Scopus citations

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.

Original language	English
Pages (from-to)	9218-9222
Number of pages	5
Journal	Organic Letters
Volume	27
Issue number	33
DOIs	https://doi.org/10.1021/acs.orglett.5c02760
State	Published - 22 Aug 2025
Externally published	Yes

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10.1021/acs.orglett.5c02760

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title = "The Baeyer–Villiger Oxidation of Cubyl Ketones: A Synthetic Route to Functionalized Cubanols",

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.",

author = "Jasmine Hind and Fallis, \{Ian A.\} and Platts, \{James A.\} and Matthew Tredwell",

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doi = "10.1021/acs.orglett.5c02760",

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T2 - A Synthetic Route to Functionalized Cubanols

AU - Hind, Jasmine

AU - Fallis, Ian A.

AU - Platts, James A.

AU - Tredwell, Matthew

PY - 2025/8/22

Y1 - 2025/8/22

N2 - 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.

AB - 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.

UR - https://www.scopus.com/pages/publications/105013896082

U2 - 10.1021/acs.orglett.5c02760

DO - 10.1021/acs.orglett.5c02760

M3 - Article

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AN - SCOPUS:105013896082

SN - 1523-7060

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SP - 9218

EP - 9222

JO - Organic Letters

JF - Organic Letters

IS - 33

ER -

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

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