Detosylation of 4- and 5-Tosyl' Monoacetone Z-Methylrhamnosides

Walden inversion on alkaline hydrolysis of. 5-tosyl monoacetone Z-methylrhamnoside. De- pending upon conditions of hydrolysis, Muskat obtained either ...
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2306

P. A. LEVENEAND

JACK

Vol. 57

COMPTON

[ (~ONTBIBUTIONFROM THE LABORATORIE~ OF THE ROCKEFELLER INSTITUTE FOR MEDICAL RESEARCH]

Detosylation of 4- and 5-Tosyl' Monoacetone Z-Methylrhamnosides BY

P.A. LEVENEAND JACK COMPTON

Since Ferns and Lapwarth2have pointed out the fact that the group R-SOB-O- functions as a halide atom, i t is evident that the replacement of a tosyl group on an asymmetric carbon atom may be accompanied by a Walden inversion. Indeed in the sugar series such occurrences were reported first by Mathers and Robertson3 and later by Oldham