Synthesis of Enantiomerically Pure 2-Isoxacephems |
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| Authors: | Zsuzsanna?Sánta József?Nagy László?Párkányi Email author" target="_blank">József?NyitraiEmail author |
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| Institution: | (1) Institute for Organic Chemistry, Budapest University of Technology and Economics, P.O. Box 91, H-1521 Budapest, Hungary;(2) Institute of Chemistry, Chemical Research Center of Hungarian Academy of Sciences, H-1525 Budapest, Hungary |
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| Abstract: | Summary. ( R,6R,7R)-7-(1-Acetoxyethyl)-3-methyl-2-isoxacephem-4-carboxylic acid and its enantiomer have been prepared. The ring systems were formed from the corresponding enantiomerically pure N-unsubstituted  -lactams. The reduction of methyl (R,2S,3R)-3-(1-acetoxyethyl)-1-(4-methoxyphenyl)-4-oxoazetidine-2-carboxylate] has been solved via a hemi-acetal. The structure and the configuration of a new stereogenic center in this intermediate was predicted by using 2D NMR technique and unambiguously proven by x-ray. |
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| Keywords: | -Lactams, Chiral building block, Enantioselectivity," target="_blank">, Antibiotics,  -Lactams, Chiral building block, Enantioselectivity, |
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