Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5219532 | Tetrahedron | 2011 | 8 Pages |
Abstract
α-Acetoxy aldehydes or α-acetoxy ketones can be efficiently synthesized by treating 2,3-epoxy primary alcohols with lead tetraacetate. The reaction, which proceeds with complete regio- and stereoselectivity facilitates the enantioselective synthesis of α-acetoxy carbonyl compounds from allyl alcohols, via Sharpless epoxidation. Cyclic β-hydroxy ethers, with an oxygenated five-, six- or seven-membered ring, are transformed into α-acetoxy ethers.
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Related Topics
Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Enrique Alvarez-Manzaneda, Rachid Chahboun, Esteban Alvarez, Ramón Alvarez-Manzaneda, Pedro E. Muñoz, FermÃn Jimenez, Hanane Bouanou,