SYNTHESIS OF DEOXY SUGAR ESTERS: A CHEMOENZYMATIC STEREOSELECTIVE APPROACH AFFORDING DEOXY SUGAR DERIVATIVES ALSO IN THE FORM OF ALDEHYDE.

A chemoenzymatic synthesis of deoxy sugar esters is described. The synthesis is based on the O-alkylation of carboxylic acid with 2-bromo-5-acetoxypentanal. The method allows treatment of hydroxy carboxylic acids without protection of alcoholic hydroxyl groups. Several stereoisomeric deoxy sugar esters were resolved (up to ee or de > 98%) using a lipase-catalyzed acetylation of hemiacetals that in certain cases afforded deoxy sugar derivatives in the form of aldehydes. The stereochemistry of the reactions was determined by the NMR spectra of mandelic acid derivatives

Tandem and Sequential Multi-Enzymatic Syntheses

Summary This chapter contains sections titled: •Production of Isorhamnetin 3-O-Glucoside in Escherichia coli Using Engineered Glycosyltransferase •Multienzymatic Preparation of (−)-3-(Oxiran-2-yl)Benzoic Acid •Enzymatic Synthesis of Carbohydrates from Dihydroxyacetone and Aldehydes by a One Pot Enzyme Cascade Reaction •Aldolase Based Multi-Enzyme System for Carbon[BOND]Carbon Bond Formation •Tandem Biocatalytic Process for the Kinetic Resolution of β-Phenylalanine and its Analogs •A Chemoenzymatic Synthesis of a Deoxy Sugar Ester of N-Boc-Protected L-Tyrosine •Electrochemical Systems for the Recovery of Succinic Acid from FermentationsPeer reviewe