The asymmetric aminohydroxylation (AA) of olefins using catalytic amounts of potassium osmate in the presence of cinchona alkaloid derivatives has become the most powerful method for the preparation of a wide variety of enantiomerically pure β-amino alcohols.

The application of sharpless asymmetric aminohydroxylation reaction to a - luryl ethylene and its derivatives is described in this paper.

The osmium-catalyzed asymmetric dihydroxylation (AD) and asymmetric amino-hydroxylation (AA) of olefins provide the most effective methods for the preparation of chiral vicinal diols and B-amino diols respectively.

Novel semisynthetic method of paclitaxel via asymmetric aminohydroxylation;

In the presence of benzyl N-chlorocarbamate (the oxidant and nitrogen source), five methyl cinnamates gave the vicinal amino alcohols via asymmetric aminohydroxylation .

Synthesis and utilization of two novel chirl liands for asymmetric dihydroxylation;

A novel recoverable and reusable chiral ligand for asymmetric dihydroxylation of olefins was prepared from 1,4-difluoroanthraquinone by two steps.

Ethyl trans-p-methoxycinnamate was transformed into ethyl (2R,3S)-2,3-dihydroxy-3-(4-methoxyphenyl)propionate(2) in 87% yield and 99%ee by osmium-catalyzed asymmetric dihydroxylation with 1,4-bis(9-O-quininyl)phthalazine as the chiral ligand.

The use of(QD)_2 PYDZ in asymmetric dihydroxylation(AD)of olelfins provided the corresponding chiral vicinal diols with 88～95%chemical yield and the values of enantiomeric excess(ess)are between 75% and 99%.

A series of enantiopure β-amino alcohols were synthesized from the corresponding diols pro- duced by Sharpless asymmetric dihydroxylation, cyclization of diols, azide opening of epoxides, and cata- lytic hydrogenation of the resulting azido alcohols.

Moreover, the resin-bound OsO 4 exhibited excellent catalytic activity in the asymmetric dihydroxylation of olefins and was easily recovered and reused in five consecutive reactions, without significant decrease in activity.

METHODS The asymmetric dihydroxylations of trans stilbene, naphthyl allyl ether and styrene were catalyzed by DHQD PHAL OPEG OMe/OsO 4 with tBuOH H 2O (1∶1) as the solvent and K 3Fe(CN) 6 as the cooxidant.

The asymmetric dihydroxylation of ortho-substituted 1,2-diphenylethenes affords the corresponding diols in good yields (77～89%) and high enantiomeric excesses (73～98%) in the presence of catalytic amount OsO4 and four different chiral ligands respectively.