Open Access
CC BY 4.0 · Synlett 2025; 36(13): 1799-1807
DOI: 10.1055/a-2599-8435
synpacts

The Duality of Dioxolanyl Radicals towards C–C Bond Construction

Kyra L. Samony
,
Justin J. Chang
,

Research reported in this publication was supported by the National Institute of General Medical Sciences of the National Institutes of Health under Award 1R35GM154965 as well as through start-up funds from Temple University.


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Abstract

Protecting groups are commonplace in organic synthesis and appear often in the form of dioxanes and dioxolanes. 1,3-Dioxolanes can be used for the protection of both diol and carbonyl motifs. Our group has been increasingly interested in alternative uses for such a simple and often overlooked heterocycle. Herein we highlight recent advancements in dioxolanyl radical chemistry where reactivity can be selectively directed towards two unique positions leading to distinct product formations, resulting in trifluoromethyl ketones and 1,2-diol functionalities.

1 Introduction

2 Dioxolanyl Radicals: Masked Trifluoromethylacetylation

3 Dioxolanyl Radicals: Vicinal Functionality

4 Conclusion and Outlook



Publication History

Received: 09 April 2025

Accepted: 29 April 2025

Accepted Manuscript online:
05 May 2025

Article published online:
19 May 2025

© 2025. The Author(s). This is an open access article published by Thieme under the terms of the Creative Commons Attribution 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/4.0/)

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