Preparation of 2,6-Anhydro-3-deoxyhept-(or hex-)2-enononitriles (1-Cyanoglycals) from 1-Bromo-D-glycosyl Cyanides with Zinc under Aprotic Conditions
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.
Somsak, Laszlo,Bajza, Istvan,Batta, Gyula
p. 1265 - 1268
(2007/10/02)
Acetylated 1-cyano and 1-cyano-2-hydroxy derivatives of D-galactal and D-arabinal
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Somsak, Laszlo
p. C1
(2007/10/02)
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