Tetrahedron Letters p. 7563 - 7566 (1991)
Update date:2022-09-26
Topics:
Fujisawa, Tamotsu
Ukaji, Yutaka
Noro, Tomohiro
Date, Kengo
Shimizu, Makoto
Diastereofacial selectivity in an addition reaction of ester enolates to a chiral imine with 1,3-dioxolane, derived from (S,S)-1,4-dimethoxy-2,3-butanediol as a chiral auxiliary, could be fully regulated by the appropriate selection of metal enolates used. Addition of the lithium enolates provided (4S)-β-lactams, while the corresponding (4R)-β-lactams were obtained by the condensation of titanium enolates with the chiral imine.
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