Manufacture of optically active .alpha.-arylalkanoic acids and precursors thereof
US4723033A · kind A · utility
Assignee
Inventor
Key dates
| Filing date | Mar 7, 1986 |
| Grant date | Feb 2, 1988 |
| Priority date | — |
| Expiry date | Mar 7, 2006 |
Classification
- Technology area (CPC C)Chemistry; Metallurgy
- CPC primaryC07C51/347
- WIPO fieldOrganic fine chemistry
- WIPO sectorChemistry
Abstract
This invention concerns a new process of preparing optically active .alpha.-arylalkanoic acids and their precursors. These .alpha.-arylalkanoic acids, esters, amides, nitriles, oxazolines and metal salts are stereoselectively prepared by forming the metal or metal halide of the corresponding acid, ester, amide, oxazoline, nitrile, or metal salt and treating the compound so prepared with an aryl halide in the presence of a chiral (optically active) transition metal catalyst of the formula (LL*)QZT wherein Q is a transition metal selected from palladium and nickel; Z and T are independently halogen; and LL* is a chiral tertiary diphosphine compound capable of acting as a bidentate ligand with Q to form a 5-membered ring, optionally in the presence of a dipolar aprotic solvent or mixtures thereof, for a time sufficient to form the corresponding optically active .alpha.-arylalkanoic acid, ester, amide, nitrile, oxazoline or metal salt, and optionally concomitantly or sequentially hydrolyzing any ester, amide, nitrile, oxazoline or metal salt formed to the corresponding optically active .alpha.-arylalkanoic acid. The process optionally further includes removal of halogen atom from the a…
Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.