Synthesis of 1,2-Disubstituted Adamantane Derivatives by Construction of the Adamantane Framework

Abstract

This review summarizes achievements in the synthesis of 1,2-disubstituted adamantane derivatives by the construction of the tricyclic framework either by total synthesis or by ring expansion/contraction reactions of corresponding adamantane homologues. It is intended to complement reviews focusing on the preparation of 1,2-disubstituted derivatives by C-H functionalization methods.

Keywords

• adamantane
• noradamantane
• protoadamantane
• homoadamantane
• diamondoids
• rearrangement
• total synthesis
• alkyl shifts
• ring contraction
• ring expansion