Patent ID: 8350022

Claim:
A method for stereoselective synthesis of phosphorus compounds of formulas I through V: wherein R, R′ and R″ are different and denote H, OH, SH, NH 2 , alkyl, aryl, alcoholate, phenolate, thiolate, thiophenolate, primary amine, secondary amine or halide, or the residues R and R″ together form a substituted or unsubstituted aliphatic or aromatic, homocyclic or heterocyclic ring system, R″ H, OH, NH 2 , alkyl, aryl or alcoholate, and Z denotes H, alkyl or aryl, wherein a) in the first reaction step, a chiral auxiliary of formula (VI): wherein X denotes NH, NCN, O or S, Y denotes NH, N(R 1 ), O or S, wherein R 1 is H, alkyl or aryl, R A denotes alkyl or aryl, and * stands for the R or S configuration, is covalently bonded to the phosphorus atom of phosphoryl chloride, thiophosphoryl chloride or phosphorus trichloride, b) in the following step, an alcohol, thiol or amine as the nucleophile (Nu1) is reacted with the product of the first reaction step in the presence of a base, and c) in the last step, the chiral auxiliary (VI) is displaced by a nucleophile (Nu2).