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Communication | Regular issue | Vol 24, No. 2, 1986, pp.285-288
Published online, 1st January, 1970
DOI: 10.3987/R-1986-02-0285
The Enantiomerically Pure Bicyclic β-Lactams Derived from Sugars

Marek Chmielewski,* Zbigniew Kaluza, Czeslaw Belzecki, Piotr Salanski, and Janusz Jurczak

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

Abstract

Trichloroacetyl isocyanate reacts with glycals 2 and 3 under 10 kbar pressure to give (4+2) adduct 7 or 16, β-lactams 8 and 9 or 17 and 18, respectively. Treatment of the post-reaction mixtures with Florisil enabled to obtain the N-unsubstituted β-lactam 10 in case of products derived from 2, and 19 in case of those derived from 3.