Patent ID: 9458076
Filing Date: 2016-10-04
CPC Classification: C07B,C07C,C07D

Claim Text:
1. A process of manufacturing a compound of formula (I-A) or (I-B) or an acetal or a ketal thereof from a mixture of E/Z isomers of compound of formula (I) or (II) or an acetal or a ketal thereof: wherein Q stands for H or CH wherein a wavy line represents a carbon-carbon bond which is linked to the adjacent carbon-carbon double bond so as to have said carbon-carbon double bond either in the Z or in the E-configuration and where the substructures in formula (I) and (II) represented by s1 and s2 can be in any sequence; and wherein the double bond having dotted lines ( the process comprises the steps of: a) separating by distillation the isomers having E-configuration from the isomers having Z-isomers in the mixture of isomers of compound of formula (I) or (II) or the acetal or ketal thereof; b) submitting the isomers having the E-configuration of compound of formula (I) or (II) or the acetal or ketal thereof to hydrogenation by molecular hydrogen in the presence of a chiral iridium complex of formula (III) having the S-configuration at the stereogenic centre indicated by *; c) submitting the isomers having the Z-configuration of compound of formula (I) or (II) or the acetal or ketal thereof to hydrogenation by molecular hydrogen in the presence of a chiral iridium complex of formula (III) having the R-configuration at the stereogenic centre indicated by the symbol *; and d) optionally combining the hydrogenated products of step b) and c); wherein n is 1, 2 or 3; X Z Y R wherein R R R R the symbol * represents a stereogenic centre of the complex of formula (III).