Mannich type reactions of acylhydrazones with silyl enolates for the synthesis of β-amino ester, β-amino ketone, β-lactam, pyrazolidinone, and pyrazolone derivatives

Article abstract of DOI:10.3987/com-99-s113

In the presence of a catalytic amount of a rare earth triflate, acylhydrazones reacted with silyl enolates to afford the corresponding β-N'- acylhydrazino esters in high yields. A three-component reaction of an aldehyde, an acylhydrazine, and a silyl enolate was also performed successfully. The hydrazino esters thus obtained were readily converted to β-amino ester, β-amino ketone, β-lactam, pyrazolidinone, and pyrazolinone derivatives.