beta-Enaminoketoesters, obtained through metal-catalysed reaction of methyl acetoacetate with alkyl cyanoformates have been conveniently transformed into beta-aminoesters by reduction of both the carbonyl group and the carbon-carbon double bond of the enaminoester moiety. These intermediates could be easily converted to (+/-)-2-azetidinones structurally related to thienamycin in good yield and high diastereoselectivity.
A new simple route for the synthesis of (+/-)-2-azetidinones starting from beta-enamino ketoesters
DE RISI, Carmela;POLLINI, Gian Piero;VERONESE, Augusto;BERTOLASI, Valerio
2001
Abstract
beta-Enaminoketoesters, obtained through metal-catalysed reaction of methyl acetoacetate with alkyl cyanoformates have been conveniently transformed into beta-aminoesters by reduction of both the carbonyl group and the carbon-carbon double bond of the enaminoester moiety. These intermediates could be easily converted to (+/-)-2-azetidinones structurally related to thienamycin in good yield and high diastereoselectivity.File in questo prodotto:
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