A new method of synthesis of indolyl glycoses

Autor: Yu. A. Zhdanov, V. I. Kornilov, G. V. Bogdanova
Rok vydání: 1967
Předmět:
Zdroj: Carbohydrate Research. 4:492-497
ISSN: 0008-6215
DOI: 10.1016/s0008-6215(00)81841-8
Popis: The copper-catalysed decomposition of acetylated 1-deoxy-1-diazoketoses in the presence of indole affords acetates of higher 1-deoxy-1-(indol-3-yl)ketoses. The constitution of the products was indicated by elemental analysis, infrared and ultraviolet spectroscopy, destructive oxidation, and periodate oxidation. Deacetylation of the acetates with sodium methoxide gave the 1-deoxy-1-(indol-3-yl)ketoses, whereas, on deacetylation by ammonia, 1-deoxy-1-(indol-3-yl)ketosylamines were formed. Periodate-oxidation data indicated that the ketosylamines contain a stable, pyranoid ring.
Databáze: OpenAIRE