Title of article
Unexpected transformations: from 5-glyco-4-nitrocyclohexenes to bicyclic [3.3.1] oximes through isoxazoline N-oxides
Author/Authors
Gil، نويسنده , , M.V and Romلn، نويسنده , , E and Serrano، نويسنده , , J.A، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2000
Pages
4
From page
3221
To page
3224
Abstract
Treatment of 5-glyco-4-nitrocyclohexenes with excess or equimolar sodium methoxide gave deacetylated sodium nitronates which, on reaction with Ac2O/py, led to chiral isoxazoline N-oxides (cyclic nitronic esters). Depending on the configuration of their respective sugar side-chains, base-catalyzed deacetylation of these nitronate esters yielded either a bicyclic [3.3.1] oxime or a deacetylated isoxazoline N-oxide.
Keywords
Nitro compounds , nitroglycocycloalkanes , isoxazoline N-oxides , cyclic nitronic esters , oximes
Journal title
Tetrahedron Letters
Serial Year
2000
Journal title
Tetrahedron Letters
Record number
1637293
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