Abstract

Abstract On photolysis in propionitrile or THF solution at −75°, three phosphonates (1-adamantyl, neopentyl, and ethyl as O-substituents) with the 2,3-oxaphosphabicyclo[2,2,2] octene ring system underwent extensive rearrangement accompanying the usual result at room temperature of metaphosphate extrusion. The rearrangement product contains a cyclopropane ring, arising from detachment of the bridgehead-bound oxygen followed by attack on the double bond and subsequent ring closure. The rearrangement does not occur with related phosphonamides but has been detected with a phosphine oxide.

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