D-(+)-Glucal → D-Galactal

Participants

Reaction Steps

Glycals have been examined by Lehmann et al. [Brockhaus et al., J. Carbohydr. Res., 53:21 (1977); Lehmann et al., Carbohydr. Res., 58:65 (1977); Lehmann et al., Carbohydr. Res., 58:72 (1977)] in glycosidase-mediated coupling reactions. Those investigators determined that glucal in the presence of emulsin β-glucosidase forms 2-deoxy-Gluβ1,3-glucal in up to 50 percent yield. In addition, incubation of D-galactal in the presence of glycol or water and β-galactosidase formed the corresponding glycosides via addition across the double bond. D-Glucal was reported to react similarly in the presence of β-glucosidase.

Provenance & Evidence