Asymmetric dihydroxylation adds two hydroxyl groups across an alkene while favouring one stereochemical product. In the Sharpless approach, a chiral ligand controls an osmium-based catalytic environment, turning an otherwise face-symmetric reaction into an enantioselective transformation.[ref]
The new oxygen-bearing centres are formed in a correlated addition. Substrate geometry and the ligand's handedness jointly determine which stereoisomer is favoured.

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  1. Catalytic asymmetric synthesis
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