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Strained to the Limit: When a Cyclobutyl Moiety Becomes a Thermodynamic Sink in a Protolytic Ring-Opening of Photogenerated Oxetanes

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posted on 2010-08-06, 00:00 authored by Roman A. Valiulin, Teresa M. Arisco, Andrei G. Kutateladze
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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