SYNTHESIS OF PRECURSORS OF HETEROCYCLIC <i>cis</i>-β-AMINO ALCOHOLS BY INTRAMOLECULAR AMIDOALKYLATION OF 4-HYDROXYOXAZOLIDIN-2-ONES

Abstract

The reaction of intramolecular amidoalkylation of 4-hydroxyoxazolidin-2-ones leads to formation of novel and rare heterocyclic systems: substituted 1,5,6,10b-tetrahydro[1,3]oxazolo[4,3-a]isoquinolin-3-ones, 3a,4,5,10b-tetrahydro[1,3]dioxolo[4',5':6,7]naphtho[1,2-d][1,3]oxazol-2(1H)-ones, and 5,6,10,10a‑tetrahydro-1H-di[1,3]oxazolo[3,4-d:4,3-g][1,4]-diazepine-3,8-diones. Mild reaction conditions and the simplicity of isolation of the compounds formed make it possible to obtain the indicated heterocycles in high yields.

Authors: N. B. Chernysheva, A. A. Bogolyubov, V. V. Murav'ev, V. V. Elkin, and V. V. Semenov.

English Translation in Chemistry of Heterocyclic Compounds, 2000, 36 (10), pp 1219-1225

http://link.springer.com/article/10.1023/A%3A1002881002737