Patent ID: 9090545
Filing Date: 2015-07-28
Classification: C07B,C07C,C07D,C07F,C07J

Abstract:
1. A process for producing a chiral compound in a stereoisomeric excess, the process comprising: (i) contacting a first compound comprising an alkene bond with a hydrometallating agent, wherein the first compound and the hydrometallating agent are contacted under conditions such that the first compound is hydrometallated by said hydrometallating agent; and (ii) contacting the hydrometallated first compound with a second compound, wherein the second compound comprises a conjugated π-bond system which is capable of undergoing a 1,4-conjugate addition reaction and which has a carbon atom at said 4-position, wherein the hydrometallated first compound and the second compound are contacted under conditions such that they undergo an asymmetric 1,4-conjugate addition reaction in which a carbon atom of said hydrometallated first compound binds to the carbon atom at said 4-position of the second compound, forming a stereoisomeric excess of a compound having a chiral carbon atom at said 4-position, wherein said asymmetric conjugate addition reaction is performed in the presence of a metal catalyst comprising a non-racemic chiral ligand; wherein: the hydrometallating agent is HZrCp the second compound is an α,β-unsaturated carbonyl compound; the metal catalyst comprises copper (I); and the non-racemic chiral ligand is a phosphoramidite ligand.