Glycoses, amino, reaction with /3-dicarbonyl compounds

II. Reactions of Amino Glycoses with /3-Dicarbonyl Compounds. 305... 

The reactions of amino glycoses with a variety of jS-dicarbonyl compounds have been studied systematically in aqueous acetone solution at neutral pH and room temperature. Under these conditions, well defined products are obtained, sometimes in yields as high as 90-100%. Using this technique, 2-amino-2-deoxy-D-glucose hydrochloride, plus the equivalent amounts of sodium carbonate and ethyl acetoacetate, gives a product (m.p. 142-143°, [a]D —25°) different from that obtained by Pauly and... 

This Section is devoted to a discussion of the mechanisms of those reactions of amino glycoses with 8-dicarbonyl compounds that yield pyrrole derivatives (see Section II). The aldol reactions were presented first (see Section III) because they are relevant to an understanding of these mechanisms. 

---

See also in sourсe #XX -- [ , ]

---