Patent ID: 6225482
Filing Date: 2001-05-01
Classification: C07D

Abstract:
A process for the enantioselective epoxidation of compounds of the general formula (I) ##STR7##in whichR.sup.1 and R.sup.2, independently, represent (C.sub.1 -C.sub.18)-alkyl,(C.sub.2 -C.sub.18)-alkenyl, (C.sub.2 -C.sub.18)-alkynyl, (C.sub.6 -C.sub.18)-aryl,(C.sub.7 -C.sub.19)-aralkyl, (C.sub.3 -C.sub.18)-heteroaryl,(C.sub.4 -C.sub.19)-heteroaralkyl, (C.sub.1 -C.sub.8)-alkyl-(C.sub.6 -C.sub.18)-aryl,(C.sub.1 -C.sub.8)-alkyl-(C.sub.3 -C.sub.19)-heteroaryl, (C.sub.3 -C.sub.8)-cycloalkyl,(C.sub.1 -C.sub.8)-alkyl-(C.sub.3 -C.sub.8)-cycloalkyl,(C.sub.3 -C.sub.8)-cycloalkyl-(C.sub.1 -C.sub.8)-alkyl,wherein the groups mentioned above may be substituted once or several times with heteroatoms such as a halogen, NR.sup.3 R.sup.4, PO.sub.0-3 R.sup.3 R.sup.4, OR.sup.3, SR.sup.3, SOR.sup.3, SO.sub.2 R.sup.3, SO.sub.3 R.sup.3 or groups such as CO.sub.2 R.sup.3, CONHR.sup.3 and one or more CH.sub.2 groups may be substituted by heteroatoms such as NR.sup.3, PR.sup.3, O or S,R.sup.3 and R.sup.4, independently, represent H, (C.sub.1 -C.sub.18)-alkyl,(C.sub.2 -C.sub.18)-alkenyl, (C.sub.6 -C.sub.18)-aryl, (C.sub.3 -C.sub.18)-heteroaryl,(C.sub.1 -C.sub.8)-alkyl-(C.sub.6 -C.sub.18)-aryl,(C.sub.1 -C.sub.8)-alkyl-(C.sub.3 -C.sub.19)-heteroaryl, (C.sub.3 -C.sub.8)-cycloalkyl,(C.sub.1 -C.sub.8)-alkyl-(C.sub.3 -C.sub.8)-cycloalkyl,wherein the groups mentioned above may be substituted once or several times with a halogen, by means of a diastereomer and enantiomer enriched homopolyamino acid and an oxidizing agent, wherein the epoxidation reaction is performed in the presence of water and one or more organic solvents which are miscible with water.