197449-37-9Relevant articles and documents
A Chemo-Enzymatic Synthesis of D-Allosamine Derivatives from Tri-O-acetyl- D-glucal
Sugai, Takeshi,Okazaki, Hanako,Kuboki, Atsuhito,Ohta, Hiromichi
, p. 2535 - 2540 (1997)
N-Acetyl-D-allosamine and its derivatives were synthesized from tri-O-acetyl-D-glucal based on lipase-catalyzed selective protection of primary alcohols, [3,3] sigmatropic rearrangement of allylic trichloroacetimidates, and stereo- selective ruthenium-catalyzed dihydroxylation. In the course of this study, it was revealed that the Pseudomonas lipase- catalyzed acetylation occurred in a high yield (> 90%) exclusively at the primary alcohols of three Ferrier rearrangement products derived from tri-O-acetyl-D-glucal.