NEIGHBORING GROUP PARTICIPATION IN THE ACETOLYSIS OF 1,1,1-TRIARYL-3-DIAZO-2-PROPANONES. AN UNPRECEDENTED 1,3 SHIFT OF AN ARYL GROUP VIA A FIVE-MEMBERED TRANSITION STATE

Article abstract of DOI:10.1016/S0040-4039(00)80453-0

The acetolysis of diazo ketones 1a,b,c, leads to the corresponding indanones 3a,b,c, and to the rearranged acetates 4a,b,c.The formation of the acetates 4 can be explained in terms of a mechanism involving the same transition state responsible for the ring closure to 3.