The acetolysis of several spirane tosylates (VI, n= 2, 3 and 4) of the neopentyl-type has been studied. The acetolysis rate was found to be dependent on adjacent ring size and the products of the acetolysis were predominantly olefins resulting from rearrangement. The results are discussed in terms of the effect of ring strain on anchimeric assistance in rearrangements of the Wagner-Meerwein type.
ASJC Scopus subject areas
- Colloid and Surface Chemistry