Synthesis of L-Lyxose from L-Arabinitol via Photolysis of an Azido Derivative

Synthesis of β-C-Glycosides of N-Acetylglucosamine via Keck Allylation Directed by Neighboring Phthalimide Groups

“…Methods for the synthesis of β-linked 2-amino C -glycosides are even more limited. These derivatives have been prepared by the alkylation of a 2-acetamido glycosyl halide with diethyl malonate anion, by reduction of β-linked anomeric cyanides to the corresponding methylamino glycosides, and by the condensation of a free reducing 2-acetamido sugar with nitromethane …”

The synthesis of d-C-mannopyranosides

“…With an arsenic derived reagent (Ph 3 As CHCO 2 Me), low yield and selectivity were also observed in favor of the a-stereoisomer (22%, a/b = 3.4/1) [231]. further transformed into different functional groups [232][233][234] such as aldehydes [235,236], aldehyde oximes [237][238][239][240], and carboxylic acids [241]. D-mannose, for example, reacts with nitromethane under basic conditions and, because of the thermodynamic reaction conditions, the bnitromethyl stereoisomer is the major reaction product (Scheme 77) [242][243][244][245].…”

Production of natural and rare pentoses using microorganisms and their enzymes

“…L-lyxose is very expensive due to its scarcity in nature and it can be obtained only by chemical synthesis (Whistler and BeMiller, 1962;Kazuhara et al 1971;Bilk and Caplovic, 1973;Petrusova et al 1991). In a previous study, Bhuiyan et al (1998) reported an enzyme biotrasformation of L-lyxose from ribitol, where the complete biotransformation of ribitol to L-ribulose was achieved using A. aceti IFO 3281 at high substrate concentrations ranging from 5-20% and then Lribulose was used as a starting substrate.…”