Highly stereoselective alpha-O-glucosylation of heterocyclic ketene aminals.
A new series of alpha-glucosides of heterocyclic ketene animals have been synthesized. The double bonds of the glucosides resulted in Z or E configuration by using CaH2 or a Lewis acid as catalyst, respectively. A special complex of mercuric cyanide with glucopyranosides was the result when Hg(CN)2 was used to catalyze the reaction.
Chen
X M
XM
Center of Molecular Science, Institute of Chemistry, Chinese Academy of Sciences, Beijing, People's Republic of China.
Li
Z J
ZJ
Huang
Z T
ZT
D002236:Carbohydrate Conformation; D005030:Ethylenes / Q000737:chemistry; D005960:Glucosides / Q000138:chemical synthesis*; D006031:Glycosylation; D006571:Heterocyclic Compounds / Q000138:chemical synthesis*; D007659:Ketones / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D017669:Mercury Compounds / Q000737:chemistry; D015394:Molecular Structure
D005030:Ethylenes; D005960:Glucosides; D006571:Heterocyclic Compounds; D007659:Ketones; D017669:Mercury Compounds; C008223:ketene