Detosylation of 4- and 5-Tosyl1 Monoacetone l-Methylrhamnosides

P. A. Levene, and Jack Compton. J. Am. Chem. Soc. , 1935, 57 (11), pp 2306–2310. DOI: 10.1021/ja01314a077. Publication Date: November 1935. ACS Lega...
0 downloads 0 Views 556KB Size
Download PDF
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