Stereocontrolled synthesis of β-lactams via Staudinger reaction between phenoxyketenes and chiral imines
| Main Authors: | Seema Kanwar, Aarti Saluja, J. P. S. Khurana, S. D. Sharma |
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| Format: | Article Journal |
| Bahasa: | eng |
| Terbitan: |
, 2001
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| Subjects: | |
| Online Access: |
https://zenodo.org/record/5849991 |
Daftar Isi:
- Department of Chemistry, Panjab University, Chandigarh-160 014, India E-mail : sharmasd@panjabuniv.chd.nic.in Fax : 91-172-541409 Manuscript received 13 March 2000, revised 18 August 2000, accepted 6 September 2000 Chiral Schiff bases derived from esters of valine and alanine have been shown to be useful intermediates for the stereoselective synthesis of β-lactams. Staudinger reaction between these compounds and phenoxyketenes, generated in situ, from the corresponding acid chlorides in the presence of triethylamine, provides a mixture of diastereomeric cis-β-lactams. Attempts have been made to separate them using column chromatography and their ratios determined through 1H NMR data.