Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5266299 | Tetrahedron Letters | 2012 | 5 Pages |
Abstract
Direct esterification of a labile alkoxyamine R1R2NOR3, which was previously reported as unsuccessful, is achieved by a Mitsunobu reaction or a nucleophilic substitution. Ester derivatives are obtained under smooth conditions and easily purified. Macrocyclization attempts on ester derivatives were successful for five-membered ring lactones and unsuccessful for 13-membered ring lactones. Moreover, the success of the cyclization was dramatically dependent on the quality of the solution degassing. Poor degassing led to unexpected carbonate alkoxyamine.
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Authors
Paul Brémond, Kuanysh Kabytaev, Sylvain R.A. Marque,