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. 2010 Aug 6;12(15):3398-401.
doi: 10.1021/ol101297b.

Strained to the limit: when a cyclobutyl moiety becomes a thermodynamic sink in a protolytic ring-opening of photogenerated oxetanes

Roman A Valiulin  1 , Teresa M Arisco, Andrei G Kutateladze
Affiliations

Strained to the limit: when a cyclobutyl moiety becomes a thermodynamic sink in a protolytic ring-opening of photogenerated oxetanes

Roman A Valiulin et al. Org Lett. .

Abstract

Strained polycyclic oxetanes generated photochemically from the Diels-Alder adducts of cyclic dienes and enones undergo deep skeletal rearrangements under protolytic ring-opening conditions offering expeditious access to chlorohydrins and other products of unique skeletal topology.

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