Liebigs Annalen der Chemie

Preparation of 2, 6??anhydro??3??deoxyhept??(or hex??) 2??enononitriles (1??cyanoglycals) from 1??bromo??D??glycosyl cyanides with zinc under aprotic conditions

L Somsák, I Bajza, G Batta

Index: Somsak, Laszlo; Bajza, Istvan; Batta, Gyula Liebigs Annalen der Chemie, 1990 , # 12 p. 1265 - 1268

Full Text: HTML

Citation Number: 11

Abstract

Abstract Acetylated 1-bromo-D-glycosyl cyanides 1–5 react with zinc dust in acetic acid, acetic acid/water, or 2-propanol to give mixtures of acetylated 1-cyanoglycals 6–9 and anomeric pairs of glycosyl cyanides 10–14. Reaction of 1–5 in refluxing benzene in the presence of one equivalent of triethylamine or especially pyridine predominantly leads to the formation of 1-cyanoglycals.

Related Articles:

Synthesis, structure and reactivity of 5-pyranosyl-1, 3, 4-oxathiazol-2-ones

[McMillan, Keith G.; Tackett, Miles N.; Dawson, Alice; Fordyce, Euan; Paton, R. Michael Carbohydrate Research, 2006 , vol. 341, # 1 p. 41 - 48]

Full acetals of β-d-glycopyranosylnitromethanes and a 1, 2-dideoxy-1-nitroalk-1-enitol derived from common hexoses

[Pham-Huu, Duy-Phong; Petrusova, Maria; BeMiller, James N.; Petrus, Ladislav Journal of Carbohydrate Chemistry, 2000 , vol. 19, # 1 p. 93 - 110]

Synthesis, structure and reactivity of 5-pyranosyl-1, 3, 4-oxathiazol-2-ones

[McMillan, Keith G.; Tackett, Miles N.; Dawson, Alice; Fordyce, Euan; Paton, R. Michael Carbohydrate Research, 2006 , vol. 341, # 1 p. 41 - 48]

More Articles...