Quaternary stereogenic carbon atoms in complex molecules by an asymmetric, organocatalytic, triple-cascade reaction

Article abstract of DOI:10.1002/chem.200800440

A study was conducted to prepare quaternary stereogenic carbon atoms in complex molecules by using an asymmetric, organocatalytic, and triple-cascade reaction. It was observed that an organocatalytic triple-cascade reaction can be used for direct and one-pot synthesis of tri- and tetra-substituted cyclohexene carbaldehydes with stereogenic carbon atoms. The study used synthetic cascade reaction to avoids time consuming and costly protection/de-protection, isolation procedures of intermediates is environmentally friendly, robust, and nontoxic organocatalysts. The study found that the chiral secondary amines can be used in cascade catalysis due possibility to integrate orthogonal activation modes of carbonyl compounds. The study can be used to prepare cyclohexene carbaldehydes with stereogenic carbon atoms with high diastereomeric and enantiomeric control.