Tetrahedron Letters

Direct functionalization of labile alkoxyamines

P Brémond, K Kabytaev, SRA Marque

Index: Bremond, Paul; Kabytaev, Kuanysh; Marque, Sylvain R.A. Tetrahedron Letters, 2012 , vol. 53, # 34 p. 4543 - 4547

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Citation Number: 4

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 ...

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