Ethyl 3-hydroxybutyrate has been first transformed into the corresponding silyl ketene acetal and then condensed with benzylidene aniline in the presence of TMSTf to furnish a β-amino ester as a single diastereoisomer which was eventually cyclized to β-lactam.
A stereocontrolled synthesis of 3-(1′-hydroxyethyl)-2-azetidinones through trimethylsilyl trifluoromethanesulphonate catalyzed condensation of silyl ketene acetal derived from ethyl 3-hydroxybutyrate and imine
GUANTI, GIUSEPPE;NARISANO, ENRICA;BANFI, LUCA
1987-01-01
Abstract
Ethyl 3-hydroxybutyrate has been first transformed into the corresponding silyl ketene acetal and then condensed with benzylidene aniline in the presence of TMSTf to furnish a β-amino ester as a single diastereoisomer which was eventually cyclized to β-lactam.
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