Enantiospecific synthesis of β-lactams via cycloaddition |
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| Authors: | Ajay K. Bose M.S. Manhas J.M. van der Veen S.S. Bari D.R. Wagle V.R. Hegde Lalitha Krishnan |
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| Affiliation: | Department of Chemistry and Chemical Engineering, Stevens Institute of Technology, Hoboken, NJ 07030, USA |
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| 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. |
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