Nachbargruppenbeteiligung bei durch N‐Bromsuccinimid initiierten Elektrophilen Additionen

Abstract

Neighbouring Group Participation in Electrophilic Additions Initiated by N‐Bromosuccinimide Starting from endo‐5‐hydroxymethyl‐norbornene as well as 5‐(hydroxymethyl)‐methyl‐cyclohexene the methoxybromination procedure gives cyclic ethers by participation of the hydroxymethyl group. Unsaturated formyl compounds or their acetals, respectively by contrast, gave methoxybromination products. After oxidation of the functional groups bromo methoxy methyl carboxylates are formed depending on the molar ratio of the substrate to NBS.