Title of article
Functional desymmetrization of 1,3-dioximes for the obtention of 1,2,3-hetero trisubstituted carbocycles
Author/Authors
Figueira، نويسنده , , Valdemar B.C. and Esqué، نويسنده , , Arantxa G. and Varala، نويسنده , , Ravi and Gonzلlez-Bello، نويسنده , , Concepciَn and Prabhakar، نويسنده , , Sundaresan and Lobo، نويسنده , , Ana M.، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2010
Pages
3
From page
2029
To page
2031
Abstract
Carbocylic 1,3-dioximes react with acyl chlorides giving systems that may, upon heating, suffer [3,3]-sigmatropic rearrangements in high yields in only one of the oximes esters, yielding 1,3-dinitrogen-2-oxygen trisubstituted carbocycles. Use of more reactive electrophiles, such as p-toluenesulfonyl chloride and diethyl chlorophosphate, introduces the halogen at position 2, while cleaving the N–O bond of just one of the oxime functions.
Keywords
oximes , sigmatropic rearrangements , carbocycles , Esters , Amines
Journal title
Tetrahedron Letters
Serial Year
2010
Journal title
Tetrahedron Letters
Record number
1871916
Link To Document