Synthesis of 2-Substituted 2-Arylmalonates via Tricarbonylchromium Complexes

Article abstract of DOI:10.1002/prac.19973390146

Tricarbonylchromium complexes 1 react with monosubstituted malonic acid esters 2 in DMSO at room temperature in the presence of KOtBu to give the complexes 3. After oxidative demetalation, the appropriate aryl derivatives 4 are obtained in moderate to good overall yields. Diastereoselective arylations of chirally modified malonates such as 5a-c were studied. The stereoselectivity was highest for the products 6c/6c′ (80:20) with (-)-8-phenylmenthol as alcohol component in the malonate 5.