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Synthese vonN-Acetyl-D- und -L-glucosamin,cis-3,5-Cyclohexadien-1,2-diol als Baustein für die Gewinnung modifizierter Hexosen

✍ Scribed by Lehmann, Jochen ;Moritz, Andreas


Publisher
John Wiley and Sons
Year
1991
Tongue
English
Weight
426 KB
Volume
1991
Category
Article
ISSN
0947-3440

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✦ Synopsis


Synthesis of N‐Acetyl‐D‐ and ‐L‐glucosamine, cis‐3,5‐Cyclohexadiene‐1,2‐diol as Building Block for the Preparation of Modified Hexoses

Six‐membered, unsaturated carbocycles are versatile starting materials for the preparation of a large variety of modified hexoses. This is exemplified by the synthesis of N‐acetylglucosamine 12 as a racemate from cis‐3,5‐cyclohexadiene‐1,2‐diol (1), which can be obtained by microbial oxidation of benzene. In this special case D‐ and L‐N‐acetylglucosamine could be differentiated by enzymatic D‐galactosylation of the former.