Facile synthesis of chiral glycine using D-glucose as a chiral template

✍ Scribed by Katsumi Kakinuma; Nobutaka Imamura; Yukiko Saba

• Book ID: 104220692
• Publisher: Elsevier Science
• Year: 1982
• Tongue: French
• Weight: 237 KB
• Volume: 23
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(00)87193-2

✦ Synopsis

A facile synthetic method of chiral glycine and a new access to chiral acetic acid based on a concept of chirality transfer from glucose are described. Recently, we demonstrated usefulness of a technique consisting of the stereospecific chiral labeling of a prochiral methylene group by deuterium and 'H-NMR spectroscopy for the stereochemical studies on the biosynthesis of aminocyclitol antibiotics, 1) during which (6R)--and (6S)-[6-2Hl-~-glucose were prepared by a totally chemical method on the basis of the chirality of g-glucose itself. 2)