Syntheses related to the preparation of substituted glycosyl derivates of pyrrolo (3,2-f) quinolines : spectroscopic studies of acetylated glycosylamine derivatives

Magnin, Anthony Alan

Syntheses related to the preparation of substituted glycosyl derivates of pyrrolo (3,2-f) quinolines : spectroscopic studies of acetylated glycosylamine derivatives

Doctoral Thesis

1970

Publisher

University of Cape Town

Department

Department of Chemistry

Faculty

Faculty of Science

Abstract

The synthesis of 25 acetylated glycopyranosylamine derivatives (15 of which are newly reported here) from substituted sugar derivatives and amines is described. Eleven different methods were employed in these syntheses. Of the compounds prepared, 15 are substituted glycosylindoline derivatives. The stereospecific synthesis of 1-(2,3,4,6-tetra-0-acetyl-β-D-glucopyranosyl)indoline from 3,4,6-tri-0-acetyl-α-D-glucopyranose l,2-(ethyl orthoacetate) and indoline is reported for the first time. The dehydrogenation of 10 substituted glycopyranosylindoline derivatives to the corresponding glycopyranosylindole derivatives (of which 7 are newly reported) by two methods, is described.

Keywords

Chemistry

Reference:

Collections

PhD / Doctoral

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