The asymmetric synthesis of (-)-captopril utilising the iron chiral auxiliary [(η5-C5H5)Fe(CO)(PPh3)]
Bashiardes G., Davies SG.
Stereoselective alkylation of (R)-[(η5-C5H5)Fe(CO)(PPh3)COCH2CH3] with bromomethyl-t-butyl sulphide, followed by oxidative decomplexation in the presence of L-proline t-butyl ester gave, after deprotection, (-)-Captopril enantiomerically and diastereomerically pure in an overall yield of 59%. © 1987.