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Asymmetric synthesis of carbapenems using chiral acetals synthesis of a key intermediate to levo ps 5



Asymmetric synthesis of carbapenems using chiral acetals synthesis of a key intermediate to levo ps 5



Synlett (1): 35-36



Coupling reaction of the chiral imine acetal 5 [(4S,5S)-4,5-bis(methoxymethyl)-2-[(4-methoxyphenylimino)methyl]-2-(3-methoxyphenyl)-1,3-dioxolane] and lithium enolate of methyl acetate proceeded in a highly diastereoselective manner to give .beta.-lactam 6. The reaction was applied to the synthesis of a key intermediate 11 [(2S,3R)-3-ethyl-4-oxo-2-azetidineacetic acid] to (+)-PS-5.

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