Combined catalytic conversion involving an enzyme, a homogeneous and a heterogeneous catalyst: one-pot preparation of 4-deoxy-D-glucose derivatives from D-galactose
August 2002
Published in: Tetrahedron Lett.43 (2002) 3399-3400
By Rob Schoevaart and Tom Kieboom DSM Food Specialties, P.O.Box 83, Moorebank, NSW 2170, Australia and Industrial Fermentative Chemistry, Leiden University, Leiden, The Netherlands
Abstract
Consecutive catalytic oxidation (oxygen, D-galactose oxidase), dehydration (L-proline) and reduction (hydrogen, palladium) of methyl -D-galactoside in water at neutral pH yielded methyl 4-deoxy-6-aldehydo- -D-glucoside without intermediate recovery steps demonstrating the potential power of a multi-catalytic approach, using both bio- and chemo-catalysts, for carbohydrate conversions without the use of protective groups or stoichiometric amounts of reagents.
