Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5281582 | Tetrahedron Letters | 2010 | 4 Pages |
Abstract
A chlorinated side product was formed under Overman rearrangement conditions from a trichloroacetimidate along with the expected allylic amide. The chlorinated product derived from a hex-2-enopyranoside was obtained in a totally stereoselective manner, and it can be a useful synthetic intermediate for chlorinated sugars. In order to improve the isolated yields of either the expected Overman rearrangement product or the chlorinated compound, we carried out a thorough study on the experimental conditions. The application of the latter for the synthesis of potential calpain inhibitors is also reported.
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Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Ana Montero, Esperanza Benito, Bernardo Herradón,