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.

Related Topics:
Chemical reaction - Alkene - Osmium tetroxide - Diol - Alcohol - Chiral - Quinine - Potassium ferricyanide - Toxic - AD-mix

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The chiral diols are important for further synthesis. The introduction of chirality (chemistry) into nonchiral reactants through small amounts of a chiral catalyst is an important concept in organic synthesis.

Related Topics:
Chirality (chemistry) - Reactant - Catalyst - Organic synthesis

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K. Barry Sharpless won the 2001 Nobel Prize in Chemistry.

Related Topics:
K. Barry Sharpless - Nobel Prize in Chemistry

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Introduction
Examples
References

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