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Encyclopedia > Sharpless epoxidation

Sharpless epoxidation is a chemical reaction of an allylic alcohol with t-butylperoxide and titanium tetraisopropylate to form an epoxide. To form chiral products it is possible to add diethyltartrates. A chemical reaction is a process involving one, two or more substances (called reactants), characterized by a chemical change and yielding one or more product(s) which are different from the reactants. ... An epoxide is an ether in which the oxygen atom is part of a ring of three or more atoms. ... In chemistry, a molecule is chiral if is not superimposable on its mirror image regardless of how it is contorted. ...


reactionsceme Image File history File links sharpless-epoxidation File history Legend: (cur) = this is the current file, (del) = delete this old version, (rev) = revert to this old version. ...


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. Ether is the general name for a class of chemical compounds which contain an ether group — an oxygen atom connected to two (substituted) alkyl groups. ...


K. Barry Sharpless shared the Nobel prize in 2001 for his work on asymmetric oxidations. The prize was shared with with William S. Knowles and Ryoji Noyori. Karl Barry Sharpless (born April 28, 1941) is a chemist renowned for his work on organometallic chemistry. ... Photographs of Nobel Prize Medals. ... William S. Knowles (born June 1, 1917) is a American chemist. ... Ryoji Noyori (野依良治) (born September 3, 1938) won the Nobel Prize in Chemistry in 2001. ...


  Results from FactBites:
 
Sharpless Epoxidation (53 words)
The Sharpless Epoxidation allows the enantioselective epoxidation of prochiral allylic alcohols.
The asymmetric induction is achieved by adding an enantiomerically enriched tartrate derivative.
The oxidant for the epoxidation is tert-Butyl hydroperoxide.
K. Barry Sharpless -- Publications (5598 words)
Chabaud and K.B. Sharpless, Oxidation of Acetylenes with tert-Butyl Hydroperoxide Catalyzed by Selenium Dioxide.
Hori and K.B. Sharpless, Conversion of Allylic Phenylselenides to the Rearranged Allylic Chlorides by N-Chlorosuccinimide.
K.B. Sharpless, A.Y. Teranishi, and J.-E. Bäckvall, Chromyl Chloride Oxidations of Olefins.
  More results at FactBites »


 

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