Patent ID: 6909003

Claim:
A process for the manufacture of compound of formula (II e) wherein R represents a cyclic residue, and X 2 represents substituted hydroxy or substituted amino; comprising reducing a compound of formula (II c) wherein R and X 2 have the meanings as defined above; in the presence of a hydrogen donor and a chiral Ru(II) catalyst selected from the group consisting of a compound of formulae (II d), (II d′), (II d″), and (II d′″) wherein X 3 , X 4 , X 5 , and X 6 , independently of one another, represents hydrogen, C 1 -C 7 alkyl, an araliphatic or aryl residue; one of X 7 and X 12 represents hydrogen, an aliphatic, cycloaliphatic, cycloaliphatic-aliphatic, aryl or araliphatic residue, araliphatyloxy, or araliphatylamino; and the other represents SO 2 —X 7 ′ in which X 7 ′ is an aliphatic, cycloaliphatic, cycloaliphatic-aliphatic, aryl or araliphatic residue, araliphatyloxy, or araliphatylamino; X 8 , X 9 , X 10 , and X 11 , independently of one another, represents hydrogen, an aliphatic or cycloaliphatic residue, an araliphatic residue, aryl, acyl, aliphatyl-sulfonyl, or arylsulfonyl; Hal is halogen; Y 1 and Y 2 are nitrogen, or independently of one another, Y 1 —X 12 and Y 2 —X 7 may be replaced by oxygen; X 13 , and X 14 , independently of one another, represents an aliphatic, a cycloaliphatic, a cycloaliphatic-aliphatic, an aryl or araliphatic residue; X 15 represents hydrogen, C 1 -C 7 alkyl, a cycloaliphatic, a cycloaliphatic-aliphatic, an araliphatic or an aryl residue; X 16 represents an aliphatic, a cycloaliphatic, a cycloaliphatic-aliphatic, an aryl or araliphatic residue or represents the structural element of formula CH(X 16 ′)(X 16 ″), wherein X 16 ′ represents C 1 -C 7 alkyl, an aryl or an araliphatic or a heteroaryl residue and X 16 ″ represents C 1 -C 7 alkyl, an aryl or an araliphatic residue or represents hydoxy, amino or mono- or di-substituted amino; and wherein, in each case, any (hetero)aromatic residue of a compound of formulae (II d), (II d′), (II d″) and (II d′″) is unsubstituted or substituted.