Title of article
Lead(IV) acetate mediated cleavage of β-hydroxy ethers: enantioselective synthesis of α-acetoxy carbonyl compounds
Author/Authors
Enrique Alvarez-Manzaneda، نويسنده , , Rachid Chahboun، نويسنده , , Esteban Alvarez، نويسنده , , Ram?n Alvarez-Manzaneda، نويسنده , , Pedro E. Mu?oz، نويسنده , , Ferm?n Jimenez، نويسنده , , Hanane Bouanou، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2011
Pages
8
From page
8910
To page
8917
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.
Keywords
Asymmetric synthesis , Lead tetraacetate , Hydroxy ethers , Hydroxycarbonyl compounds , allyl alcohols
Journal title
Tetrahedron
Serial Year
2011
Journal title
Tetrahedron
Record number
1103862
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