New chiral amine ligands for enantioselective synthesis of certain (S)- and (R)-monobactams

Document Type : Original Article

Authors

1 Department of Pharmaceutical Organic Chemistry, Faculty of Pharmacy, Assiut University, Assiut-71526, Egypt

2 Graduate School of Pharmaceutical Sciences, Department of Synthetic Medicinal Chemistry, Kyoto University, Sakyo-Ku, 606-01, Japan

Abstract

Two new tridentate chiral amine ligands I and II mediated the condensation reaction of lithium ester enolate III with benzaldehyde p-​anisidineimine IV providing selectively the required (S)​- or (R)​-​monobactam V.  It is also noticed that the coexistence of III and chiral lithium amides that formed -​in situ- from I,​II is an important factor for the enhancement of the reactivity and enantioselectivity of III.
 
Bulletin of Pharmaceutical Sciences Assiut University
Volume 23, Issue 2
December 2000
Pages 125-136

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