The role of norcaradiene intermediates in the rearrangement of norbornadien-7-one acetals

DE Sunko, Z Lovrić, H Vančik

Index: Sunko, Dionis E.; Lovric, Zdravko; Vancik, Hrvoj Journal of the Chemical Society, Chemical Communications, 1985 , # 22 p. 1589 - 1590

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Abstract

The bis (methoxycarbonyl) tetrachlorobornadienone dimethyl acetal (1) rearranges spontaneously to the hemimellite (2) via the norcaradiene intermediate (6); the corresponding anhydride (5) is stable below 200° C because steric strain prevents its conversion into a analogous into an analogous intermediate (9).