Tetrahedron letters

Enantiospecific synthesis of β-lactams via cycloaddition

AK Bose, MS Manhas, JM Van der Veen, SS Bari…

Index: Bose; Manhas; Van Der Veen; et al. Tetrahedron Letters, 1985 , vol. 26, # 1 p. 33 - 36

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Citation Number: 25

Abstract

Abstract Enantiospecific synthesis of variously substituted cis-β-lactams can be achieved by the annelation of Schiff bases from optically active ketal aldehydes derived from D- threonine. Similar annelation of Schiff bases from the triphenylsilyl ether of D-threonine ester and cinnamaldehyde leads to cis-β-lactams with high diastereofacial selectivity.