Abstract

The triplet-sensitized photorearrangement of 2-phenyllayl phosphite 4 is of the order 50–100 times less efficient than that for its acyclic counterpart, 1. This surprising effect can be understood in terms of the influence of the spiro ring system of 10 on the rate of its conversion to thermodymanically more stable 11 from which phosphonate 12 is formed.

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