| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 5270166 | Tetrahedron Letters | 2010 | 4 Pages |
Abstract
Dess-Martin periodinane oxidizes very rapidly 2-pyridylseleno derivatives RRâ²CHCH2SePy in CHCl3 or CH2Cl2 and more chemoselectively than mCPBA. Tetravalent selenanes, RRâ²CHCH2Se(OAc)2Py, seem to be formed. Treatment of these intermediates with aqueous NaHCO3 gives rise to irreversible hydrolysis and elimination to terminal alkenes. As the OH/SePy exchange can be performed in minutes, the overall process is an exceptionally efficient procedure for the dehydration of primary alcohols.
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Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Thanos Andreou, Jordi Burés, Jaume Vilarrasa,