Highly diastereoselective Staudinger reaction on 5,6-dihydropyrazin-2-(1H)-ones. Synthesis of enantiopure fused oxopiperazino-β-lactams
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2006
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Elsevier
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Viso, Alma, et al. «Highly Diastereoselective Staudinger Reaction on 5,6-Dihydropyrazin-2-(1H)-Ones. Synthesis of Enantiopure Fused Oxopiperazino-β-Lactams». Tetrahedron Letters, vol. 47, n.o 50, diciembre de 2006, pp. 8911-15. DOI.org (Crossref), https://doi.org/10.1016/j.tetlet.2006.10.044.
Abstract
The highly diastereoselective synthesis of fused oxopiperazino-β-lactams 2 by Staudinger reaction between functionalized ketenes and 5,6-dihydropyrazin-2(1H)-ones 1 has been carried out. Further cleavage of the β-lactam ring produced 2-oxopiperazine-3-acetic acid derivatives 7 with no epimerization and in good yields.