Hydrogenolysis of acetals of 3-bromotetrahydrofuran series by ethereal solution of chloroalane

J Jonas, P Breinek

Index: Jonas,J.; Breinek,P. Collection of Czechoslovak Chemical Communications, 1976 , vol. 41, p. 1188 - 1193

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Abstract

2-Alkoxy-3-bromotetrahydrofurans are cleaved by ethereal chloroalane solution exclusively at the endocyclic CO bond under formation of 4-alkoxy-3-bromo-1-butanols which are further hydrogenolysed at the C-Br bond and afford the corresponding 4-alkoxy-1-butanols. The cleavage of 2-alkoxy-3-bromotetrahydrofurans, as well as the cleavage of 2- alkoxytetrahydrofurans, is controlled by the decomposition of the acetal-chloroalane ...