Title of article
An unexpected base-promoted isomerization of oxazolinylaryl oxiranes: synthesis of oxazolinylaryl alkanones
Author/Authors
Perna، نويسنده , , Filippo M and Capriati، نويسنده , , Vito and Florio، نويسنده , , Saverio and Luisi، نويسنده , , Renzo، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2002
Pages
4
From page
7739
To page
7742
Abstract
Aryl substituted oxazolinyloxiranes 1a–g have been found to undergo smooth isomerization into oxazolinyl substituted aryl alkanones 2a–g upon treatment with LDA in Et2O at −98°C, warming to room temperature and quenching with satd aq. NH4Cl. A mechanism involving an oxazoline-assisted ortho lithiation of the aryl group (cis to the oxazoline system) of oxiranes 1 is proposed.
Journal title
Tetrahedron Letters
Serial Year
2002
Journal title
Tetrahedron Letters
Record number
1658651
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