Title of article
Efficient and highly diastereoselective preparation of a myrtenal derived bis-sulfoxide and its preliminary evaluation as chiral acyl donor
Author/Authors
Vargas-D??az، نويسنده , , M. Elena and Lagunas-Rivera، نويسنده , , Selene and Joseph-Nathan، نويسنده , , Pedro and Tamariz، نويسنده , , Joaqu??n and Zepeda، نويسنده , , L. Gerardo، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2005
Pages
4
From page
3297
To page
3300
Abstract
Treatment of disulfide 7 with NaIO4 in EtOH at rt gave monosulfoxide 8 (95%), while at 50 °C it gave trans-bis-sulfoxide 6a (84%, >99% de). In contrast, treatment of 7 with MCPBA gave bis-sulfone 9 (95%). The anion of 6a reacted with benzaldehyde affording carbinol 10 (76%, >99% de). The absolute configuration of 8, 6a, and 10 was established by single crystal X-ray diffraction analyses.
Keywords
(1R)-(?)-Myrtenal , Bis-sulfoxide , Acyl donor , chiral auxiliary , Diastereoselective nucleophilic addition
Journal title
Tetrahedron Letters
Serial Year
2005
Journal title
Tetrahedron Letters
Record number
1845586
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