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
Key words
acetal - dioxolane - radical - HAT - decarboxylation