Synthesen und Ringverengungsreaktionen α-halogenierter N-Phenylcamphersäureimide

Syntheses and Ringcontractions of β-Halo N-Phenylcamphoric Acid Imides By deprotonation and addition of electrophiles the N-phenylcamphoric acid imide 8 is transformed to the halo derivatives 3a–3c and to the deuterium labeled imide 3d . Under basic conditions 3b rearranges with ringcontraction to yield the bicyclic imido lacton 9a as a major product, whereas the regioisomer 4 is formed only in minor amounts.