Process for the preparation of enantiomerically enriched compounds

摘要

Process for the preparation of enantiomerically enriched compounds with formula Ar - C(R<1>) - C(R<2>) - Z wherein Ar represents an optionally substituted (hetero)aryl group, R<1> and R<2>, each independen tly, represent H, an alkyl, (hetero)aryl, dialkylamino, amido, thioether, alkoxy or aryloxy group with the proviso that not both R<1> and R<2> represent H, or R<1> and R<2> form together with the C-atoms to which they are bound a (hetero)alkyl or (hetero) alkenyl ring and Z represents an electron withdrawing group, in which process a boronic acid derivate of formula Ar - B(OR<3>)OR<4> or its anhydride, wherein Ar is as described above and R<3> and R<4>, each independently, represent H or an alkyl group, is reacted with an olefinic unsaturated compound with formula R<2> - C = C - (R<1>)Z, wherein R<1>, R<2> and Z are as described above, in the presence of a transition metal catalyst comprising a transition metal chosen from Cu and group VIII of the Periodic Table and an enantiomerically enriched ligand L, having the formula (I) where Cn together with the two O-atoms and the P-atom forms a substituted or non-substituted ring with 2-6 C-atoms, R<5> and R<6> each independently stand for H, an optionally substituted alkyl, aryl, alkaryl or aralkyl group, or represent the group with formula (II) wherein Cn<1> may have the same meanings as given for Cn and B represents a bridging group, or R<5> and R<6> may form a heterocyclic ring together with the N-atom to which they are bound.