METHOD FOR PRODUCING SUBSTITUTED SHIRAL DIOLS AND DIOL-ANALOGOUS DERIVATIVES

摘要

The invention relates to a method for producing substituted shiral diols and the derivatives thereof of formula (I), wherein R is H or possibly substituted C5-C20-aryl-, C5-C20-heterocycle or C1-C20 alkyl radical or R1 is possibly substituted C5-C20-aryl, C5-C20-heterocycle or C1-C20 alkyl; R2 is H or C1-C20 alkyl, C3-C7-heterocycle, silyl, C5-C20-aryl, C5-C20-arylsulphonyl or C1-C20-alkylsulphonyl; R3 is H or an O protection group; and X is oxygen, sulphur, nitrogen or phosphorus. The inventive method consists a) in transforming hydroxycarboxylic acid of formula (II), wherein R4 id H or C1-C6 alkyl provided with a link of the O protection group into a component of formula (III), wherein R3 is the O protection group; b) in reducing said acid into a compound of formula (IV) with alkali boron-or aluminium hydride; c) possibly activating and exchanging one oxygen atom against a radical containing one sulphur, nitrogen or phosphorus atom; or d) possibly transforming said acid with alkylation or arylation reagents into a compound of formula (V), wherein R′2 is possibly substituted C1-C20 alkyl-, C3-C7-heterocyclic-, silyl-, C5-C20-aryl-, C5-C20-arylsulphonyl or C1-C20- alkylsulphonyl and R3 is O protection group,