Sharpless bishydroxylation
Sharpless bishydroxylation or asymmetric dihydroxylation (AD) is a chemical reaction of an alkene with osmium tetroxide to form a diol (dialcohol). Chiral products can be formed by adding quinine derivatives. A more efficient way to perform this reaction is reoxidise the osmate, which is formed in the reaction, with potassium ferricyanide. This reduces the amount of the highly toxic and very expensive osmium tetroxide needed by up to 95%. It is possible to buy these mixtures as AD-mix α and AD-mix β.
References
- Efficient asymmetric synthesis of an azasugar in water Ulf M. Lindström, Rui Ding, Olle Hidestål Chemical Communications, 2005 p. 1773
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