New chiral amine ligands for enantioselective synthesis of certain (S)- and (R)-monobactams
Hussein, M., El-Shorbagi, A., Omar, N., Farghaly, Z., Tomioka, K. (2000). New chiral amine ligands for enantioselective synthesis of certain (S)- and (R)-monobactams. EKB Journal Management System, 23(2), 125-136. doi: 10.21608/bfsa.2000.66367
M. A. Hussein; A. A. El-Shorbagi; N. M. Omar; Z. S. Farghaly; Kiyoshi Tomioka. "New chiral amine ligands for enantioselective synthesis of certain (S)- and (R)-monobactams". EKB Journal Management System, 23, 2, 2000, 125-136. doi: 10.21608/bfsa.2000.66367
Hussein, M., El-Shorbagi, A., Omar, N., Farghaly, Z., Tomioka, K. (2000). 'New chiral amine ligands for enantioselective synthesis of certain (S)- and (R)-monobactams', EKB Journal Management System, 23(2), pp. 125-136. doi: 10.21608/bfsa.2000.66367
Hussein, M., El-Shorbagi, A., Omar, N., Farghaly, Z., Tomioka, K. New chiral amine ligands for enantioselective synthesis of certain (S)- and (R)-monobactams. EKB Journal Management System, 2000; 23(2): 125-136. doi: 10.21608/bfsa.2000.66367

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

Bulletin of Pharmaceutical Sciences Assiut University
Article 5, Volume 23, Issue 2, December 2000, Page 125-136  XML PDF (3.19 MB)
Document Type: Original Article
DOI: 10.21608/bfsa.2000.66367
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Authors
M. A. Hussein1; A. A. El-Shorbagi* 1; N. M. Omar1; Z. S. Farghaly1; Kiyoshi Tomioka2
1Department of Pharmaceutical Organic Chemistry, Faculty of Pharmacy, Assiut University, Assiut-71526, Egypt
2Graduate 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.
 
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