Synthetic studies on novel .BETA.-lactam compounds from L-aspartic acid.
- 1 January 1983
- journal article
- Published by Oxford University Press (OUP) in Agricultural and Biological Chemistry
- Vol. 47 (4) , 799-806
- https://doi.org/10.1271/bbb1961.47.799
Abstract
The optically active monocyclic β-lactams 1 were synthesized from L-aspartic acid α-benzyl ester by the four-component-condensation method. The conversion of the amides 1 to the corresponding methyl esters 2 were accomplished via imino chlorides. The tricyclic β-lactam 4 and 5 were prepared by intramolecular Friedel-Crafts acylation, whose ketone groups were reduced to the methylene analogues 8 and 10, respectively. Further transformation of the furan derivative 10a to a bicyclic 1-carbacephem compound 12 by oxidative ring cleavage was also investigated.Keywords
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