Studies on Steroidal Plant Growth Regulators 22. Osmium Tetroxide Catalyzed Asymmetric Dihydroxylation of the (22E, 24R)- and the (22E, 24 S)-24-Alkyl Steroidal Unsaturated Side Chain

Article abstract of DOI:10.1016/S0957-4166(00)86139-X

The osmium tetroxide catalyzed asymmetric hydroxylation of the (22E,24R)- and (22E,24S)-24-alkyl steroidal unsaturated side chain are described.High stereoselectivity was obtained on dihydroxylation of these unsaturated side chains, when the 24-alkyl is methyl, while in the case of a 24-ethyl substituent the chiral ligand would be the dihydroquinine p-chlorobenzoate (DHQ).