50705-29-8

Downstream Products

• 50705-28-7 1,6-anhydro-3,4-dideoxy-β-D-threo-hex-3-enopyranose 
• 3868-04-0 1,6:3,4-dianhydro-β-D-altropyranose 
• 58238-40-7 (1R,2R,4R,6R)-3,7,9-trioxatricyclo[4.2.1.0^2,4]nonan-5-one 
• 33647-85-7 isolevoglucosenone 
• 58394-31-3 1,6-anhydro-2,3-dideoxy-β-D-erythro-hex-2-enopyranose 
• 41092-27-7 1,6-Anhydro-3,4-O-isopropyliden-β-D-ribopyranos-2-ulose 
• 50-69-1 D-ribose 

Relevant academic research and scientific papers

Lipase-Mediated Synthesis of Both Enantiomers of Levoglucosenone from Acrolein Dimer

A synthesis of both enantiomers of levoglucosenone from acrolein dimer has been developed by employing lipase-mediated kinetic hydrolysis. Thus, acrolein dimer is transformed into racemic dihydrolevoglucosenone by sequential hydride reduction, oxidative acetalization, and Swern oxidation. Employing Saegusa-Larock conditions, dihydrolevoglucosenone is transformed into racemic levoglucosenone. The lipase-mediated resolution was best carried out under hydrolysis conditions with the endo-acetate generated from racemic levoglucosenone to give rise to highly enantioenriched (+)-alcohol and enantiopure (-)-acetate serving as the precursors of enantiopure levoglucosenone having the corresponding chirality.