Examples
The first step in the synthesis of azasugar 6 is a dihydroxylation reaction of the prochiral diene 1. Azasugars are pharmacologically relevant. The entire reaction sequence takes place in water as a reaction medium and protective groups were not required. Notice the chemoselectivity in the nucleophilic substitution of bromine by the hydroxyl group in step 2.
For another example of this reaction see: Kuwajima Taxol total synthesis
Read more about this topic: Sharpless Asymmetric Dihydroxylation
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