Method for producing substituted diamantanes

Abstract

Dinitroxylated diamantanes are suitable for being reacted with nucleophiles to form the corresponding disubstituted diamantanes. Surprisingly, at least dinitroxylated or hydroxylated diamantanes are rearranged in the presence of a strong acid and at least 4,9-nitroxylated or hydroxylated diamantanes are created. On this basis, 4,9-substituted diamantanes are able to be produced in a targeted manner by reaction with further nucleophiles. Methods for producing at least disubstituted diamantanes include: (a) at least dinitroxylation, followed by the substitution of all nitroxy groups by a nucleophile; or (b) at least dinitroxylation, the subsequent rearrangement in the presence of a strong acid, after realized rearrangement all nitroxy groups are replaced by a nucleophile; or (c) at least dinitroxylation, then subsequent reaction with water (as nucleophile), and rearrangement of the at least dihydroxylated compound in the presence of a strong acid, all hydroxy groups being replaced by another nucleophile in the event of a successful rearrangement.

Dependencies are inferred from the claim text.