An enantiomerically pure δ-ketoaldehyde 10, efficiently prepared from D-glucose, was subjected to an intramolecular aldol condensation. By using DBU as a base, the expecting aldol reaction took place smoothly giving the aldol 11 stereoselectively. Further functionalization of 11 provided tri-C-substituted cyclohexanediols 26 and 27, via the functionalized cyclohexenone15.
- D-glucose-derived δ-ketoaldehyde
- intramolecular aldol condensation
- tri-C-alkylated cyclohexanoids
ASJC Scopus subject areas
- Drug Discovery
- Organic Chemistry