Showing papers on "Koenigs–Knorr reaction published in 1972"

Use of Mercuric Cyanide and Mercuric Bromide in the Koenigs-Knorr Reaction: Alkyl β-d-Glucopyranosides, 2-Acetamido-2-deoxy-3-O-(β-d-galactopyranosyl)-α-d-glucose, and 2-O-α-l-Fucopyranosyl-d-galactose

Abstract: Publisher Summary This chapter discusses the use of mercuric cyanide and mercuric bromide in the Koenigs–Knorr reaction. The Koenigs–Knorr reaction consisted originally of the condensation of an alcohol with an acetylated glycosyl halide in the presence of silver salts. Mercuric cyanide in nitromethane proved an effective reagent for the reaction and afforded β- d -glycosides from acetylated α- d -glycosyl halides. A recent, very efficient method for the production of alkyl β- d -glycosides utilized mercuric oxide with catalytic amounts of mercuric bromide. The use of a mixture of equimolar amounts of mercuric cyanide and mercuric bromide in acetonitrile solution led to the production of α- d -glycosides in some cases, while α- d - and α-L-glycosides were sometimes obtained instead of the expected β-isomers in nitromethane. β- d -glucuronides and disaccharides containing amino sugars can also be prepared in good yields by the use of mercuric cyanide in nitromethane solution.

Synthesis of 6-O-(4-O-Methyl-β-D-glucopyranosyl)-D-galactose

Abstract: 6-O-(4-O-Methyl-β-D-glucopyranosyl)-D-galactose has been synthesized by a Koenigs–Knorr reaction. The disaccharide is most readily characterized in the form of the crystalline glycosyl alditol pera...