Tetrahedron

N-(Benzoyloxy) amines: an investigation of their thermal stability, synthesis, and incorporation into novel peptide constructs

A Nemchik, V Badescu, O Phanstiel

Index: Nemchik, Anne; Badescu, Valentina; Phanstiel IV, Otto Tetrahedron, 2003 , vol. 59, # 24 p. 4315 - 4325

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Citation Number: 14

Abstract

A series of N-benzoyloxyamines were pyrolyzed and their decomposition temperatures correlated well with the amine architecture's ability to stabilize a N-centered radical. A variety of amine substrates were treated with a biphasic mixture of benzoyl peroxide (BPO), CH2Cl2 and an aqueous carbonate buffer (at pH 10.5). Primary and secondary amines were successfully N-benzoyloxylated in good yield. Tertiary amines and BPO gave low yields of ...

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