Isomerization of allylic phosphinates

Allyl dipheny Iphosphinate isomerizes when heated to allyldiphenyIphosphine 

In benzene solution the entropy of activation is — 14eu. Isomerization of deuterium-labeled allyl diphenylphosphinate and a- and y-methylallyl dipheny 1-phosphinates showed that the reaction proceeds with complete inversion of allylic structure and is effectively irreversible. The activation parameters and stereospecificity of this reaction are consistent with a concerted, cyclic mechanism. 

In this section are discussed a number of thermal isomerization reactions of substances having one or more carbon-carbon double bonds in which skeletal reorganizations occur without cleavage of bonds to substituents which may be bonded to the carbon skeleton. 

The Cope rearrangement of 1,5-dienes is the all-carbon analog of the Claisen 

Similar isomerizations of allylalkenyl malonitriles, malonic esters, and cyano-acetic esters were studied by Cope et 83.127.224.318 subsequently 

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