Title of article
Samarium dienolate mediated stereoselective synthesis of anti-1,3-diol monoesters via aldol-Tishchenko reaction
Author/Authors
Reutrakul، نويسنده , , Vichai and Jaratjaroonphong، نويسنده , , Jaray and Tuchinda، نويسنده , , Patoomratana and Kuhakarn، نويسنده , , Chutima and Kongsaeree، نويسنده , , Palangpon and Prabpai، نويسنده , , Samran and Pohmakotr، نويسنده , , Manat، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2006
Pages
5
From page
4753
To page
4757
Abstract
The reaction of an (E)-samarium dienolate, generated by the regioselective reductive cleavage of a phenylsulfonyl activated cyclopropyl ketone with samarium(II) iodide, with aliphatic and aromatic aldehydes gives the 2-substituted anti-1,3-diol monoester derivatives, stereoselectively, in good to excellent yields. The results represent the first report of a dienolate in the aldol-Tishchenko reaction and also provide an optically active polyol with (R)-glyceraldehyde.
Keywords
Aldol-Tishchenko reaction , Samarium dienolate
Journal title
Tetrahedron Letters
Serial Year
2006
Journal title
Tetrahedron Letters
Record number
1851183
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