Mannich type reactions of acylhydrazones with silyl enolates for the synthesis of beta-amino ester, beta-amino ketone, beta-lactam, pyrazolidinone, and pyrazolone derivatives
O. Okitsu et al., Mannich type reactions of acylhydrazones with silyl enolates for the synthesis of beta-amino ester, beta-amino ketone, beta-lactam, pyrazolidinone, and pyrazolone derivatives, HETEROCYCLE, 52(3), 2000, pp. 1143
In the presence of a catalytic amount of a rare earth triflate, acylhydrazo
nes reacted with silyl enolates to afford the corresponding beta-N'-acylhyd
razino esters in high yields. A three-component reaction of an aldehyde, an
acylhydrazine, and a silyl enolate was also performed successfully. The hy
drazino eaters thus obtained were readily converted to beta-amino ester, be
ta-amino ketone, beta-lactam, pyrazolidinone, and pyrazolinone derivatives.