Abstract
Asymmetric cyclocondensation of N,N-bis(silyl)glycinates bearing chiral ester moieties with aldimines is found to proceed with extremely high enantioselectivity to give the corresponding chiral β-lactams in good to high yields. It is found that the E/Z-geometry of the chiral ester-enolate ts responsible for cis/trans stereochemistry of the β-lactam formed. Effects of various chiral auxiliaries in the ester-enolates on the enantioselectivity of the reactions are examined.
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