307991-11-3

Upstream product

• 108-05-4 vinyl acetate 
• 52630-80-5 (+/-)-7,8-Dioxabicyclo[3.2.1]oct-3-en-2-ol 
• 1487-18-9 (furan-2-yl)ethylene 
• 19377-75-4 1-(furan-2-yl)ethane-1,2-diol 
• 69534-73-2 3,4,6-O-tri-O-acetyl-D-glucal 
• 82295-98-5 3,4-di-O-acetyl-1,5-anhydro-2-deoxy-D-arabino-hex-1-enitol 
• 33647-74-4 6-hydroxy-2-hydroxymethyl-6H-pyran-3-one 
• 307991-10-2 1,6-anhydro-4-O-acetyl-2,3-dideoxy-β-D-erythro-hex-2-enopyranose 

Downstream Products

• 33647-85-7 (-)-(1S,5S)-Isolevoglucosenone 

Relevant academic research and scientific papers

Pseudo enantiomeric carbohydrate olefin ligands - Case study and application in kinetic resolution in rhodium(I)-catalysed 1,4-addition

In order to investigate significant differences in asymmetric induction for pseudo enantiomeric carbohydrate olefin ligands in rhodium(I)-catalysed 1,4-addition reactions, we designed a set of new olefin ligands differing in relative configuration and pyranoside conformation. With these, we have successfully elucidated structural requirements for metal binding and also identified an improved alternative for one pseudo enantiomer. Furthermore, we report the efficient kinetic resolution of a racemic 4-hydroxycyclopentenone derivative by 1,4-addition.

Lipase-mediated preparation of enantiopure isolevoglucosenone

A route to enantiopure isolevoglucosenone, a regioisomer of levoglucosenone and a potential chiral building block, has been developed by employing lipase-mediated kinetic resolution as the key step.