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Paper | Regular issue | Vol 24, No. 6, 1986, pp.1609-1617
Published online, 1st January, 1970
DOI: 10.3987/R-1986-06-1609
Synthesis of β-Lactams from α,β-Unsaturated Sugar δ-Lactones

Irma Panfil, Marek Chmielewski,* and Czeslaw Belzecki

*Institute of Organic Chemistry, Polish Academy of Sciences, ul. Kasprzaka 44/52, P.O.Box 58, PL-01-224 Warszawa 42, Poland

Abstract

Adduct 8 easily available by 1,3-dipolar cycloaddition of nitrone 1 and lactone 6 was transformed into β-lactams having a carbohydrate side chain at the position C-3 of the azetidinone ring. Basic chemical transformations of the 4-oxotetrahydropyrano[3,4-d]isoxazolidine skeleton have been described.