FIELD: chemical industry, more particularly preparation of optically active analogues of cis nucleosides and derivatives thereof. SUBSTANCE: described is stereoselective method of preparing compounds of general formula I: wherein W is O; X is S; R1 is hydrogen or acyl, and R2 is pyrimidine base, or analogue thereof. Method comprises reacting pre sililylated pyrimidine base or analogue thereof with intermediate reactant of general formula IVa; or IVb: wherein R3 is substituted carbonyl or carbonyl derivative, and G is detachable group. Reaction with pyrimidine base or analogue thereof is carried out without addition of Lewis acid as catalyst, and detachable group is halogen, cyan or R9SO2 group wherein R9 is alkyl substituted optionally by one or more halogen group, or optionally substituted phenyl followed by optional reduction of R3 to R1OCH2. Also described are methods of increasing yield of trans-isomers and salicylates of compounds. EFFECT: simplified process. 21 cl, 1 ex
Authors
Dates
2000-11-10—Published
1995-04-21—Filed