The D3-trishomocubane is a unique high symmetrical chiral stabilomeric compound. Its derivatives have great potential to be
used as scaffolds for drugs, in structure-oriented design, asymmetric catalysis, light-driven systems and much more. Axial substitution is
the most useful method for this purpose but the least studied. This paper critically analyzes various synthetic strategies aiming at introducing
substituents into C2/C9 positions of D3-trishomocubane. Herein we cover formation of trishomocubane skeleton and rearrangement
of Cs-trishomocubanes. Based on a comprehensive retrosynthetic analysis a general synthetic scheme is proposed.
Keywords: Cs-trishomocubane, D3-trishomocubane, tertiary derivatives, axial derivatives, retrosynthetic analysis, cyclopentadienes, quinones
Rights & PermissionsPrintExport