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

Citation
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
Citations number
68
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
HETEROCYCLES
ISSN journal
03855414 → ACNP
Volume
52
Issue
3
Year of publication
2000
Database
ISI
SICI code
0385-5414(20000301)52:3<1143:MTROAW>2.0.ZU;2-8
Abstract
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.