Tetrahedron Letters

Asymmetric synthesis of β-lactams. I. The reaction of dimethylketene silyl acetal with (S)-alkylidene (1-arylethyl) amines promoted by titanium tetrachloride

I Ojima, S Inaba

Index: Ojima, Iwao; Inaba, Shin-ichi Tetrahedron Letters, 1980 , vol. 21, p. 2077 - 2080

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Citation Number: 55

Abstract

Abstract Asymmetric synthesis of β-lactams by means of the reaction of dimethylketene silyl acetal with (S)-alkylidene (1-arylethyl) amines in the presence of titanium tetrachloride was studied. The extent of the asymmetric induction was in the range of 44–78%(diastereomeric purity 72–89%) and the (S)-configuration was turned to be preferentially induced at the 4 C position of the resulting β-lactams.