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The Sharpless epoxidation reaction is an enantioselective chemical reaction to prepare 2,3-epoxyalcohols from primary and secondary allylic alcohols. This reaction gives good yields and enantioselectivities over a broad range of substrates.
Additional recommended knowledge
The oxidizing agent is t-butylperoxide. Enantioselectivity is achieved by a catalyst formed from titanium tetra(isopropoxide) and diethyl tartrate. Only 5-10 mol% of the catalyst in the presence of 3Å molecular sieves (3Å MS) is necessary.
Epoxides can be easily converted into dialcohols, aminoalcohols or ethers, so formation of chiral epoxides is a very important step in the synthesis of natural products. K. Barry Sharpless shared the Nobel prize in 2001 for his work on asymmetric oxidations. The prize was shared with William S. Knowles and Ryoji Noyori.
|This article is licensed under the GNU Free Documentation License. It uses material from the Wikipedia article "Sharpless_epoxidation". A list of authors is available in Wikipedia.|