不对称催化最大的工业化例子（20,000 吨/年）， (S)-Metolachlor (Novatis, 1996)
H3COOH3COONCH2ClNCH2ClaR, 1'SaS, 1'S2 active stereoisomers
H3COOH3COONCH2ClNCH2ClaR, 1'RaS, 1'R2 inactive stereoisomers46
HCOHCOO3N[Ir(COD)Cl]2 / L*NHee 79%TON 1 000 000TOF 30 0001'SH3COOH3COONCH2ClNCH2ClaR, 1'SaS, 1'S(S)-Metolachlor萘普生合成（ref. 5）
3ONHClCl1'SPFePPh22Xyl-Josiphos47
COOHMeOH2 / Ru(BINAP)MeOCOOH
97% ee (100% Y)
异喹啉生物碱合成（ref. 6）
NCOMeH2 / Cat*MeOOMeOMe [Rh(R-BINAP)(COD)] ClO4 [Ru(R-BINAP)] (OAc)2
[Ru(R-BINAP)(NEt3)] Cl2
MeO*NCOMeOMeOMe 69% ee 99.5% ee
99% ee
48
香茅醇合成
H2Ru(S-BINAP)
单磷手性配体
OHOHRu(R-BINAP)Ru(S-BINAP)H2OH96 - 99% eeOH49
