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The Westphalen-Lettré rearrangement is a classic organic reaction in organic chemistry describing a rearrangement reaction of cholestane-3β,5α,6β-triol diacetate with acetic anhydride and sulfuric acid. In this reaction one equivalent of water is lost, a double bond is formed at C10-C11 and importantly the methyl group at the C10 position migrates to the C5 position. 
Additional recommended knowledge
The reaction is first order in steroid with access of sulfuric acid and the first reaction step in the reaction mechanism is likely the formation of an sulfate ester followed by that of a carbocation at C5 after which the actual rearrangement takes place.
|This article is licensed under the GNU Free Documentation License. It uses material from the Wikipedia article "Westphalen-Lettré_rearrangement". A list of authors is available in Wikipedia.|