Tetrahedron letters

Alternative procedures for the macrolactamisation of ω-azido acids

I Bosch, P Romea, F Urpí, J Vilarrasa

Index: Bosch, Imma; Romea, Pedro; Urpi, Felix; Vilarrasa, Jaume Tetrahedron Letters, 1993 , vol. 34, # 29 p. 4671 - 4674

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Citation Number: 62

Abstract

Abstract ω-Azido acids, after activation of the carboxyl groups as mixed anhydrides, N 3 (CH 2) n COOCOAr (Ar= 3, 5-dinitrophenyl or 2, 4, 6-trichlorophenyl), can be converted to macrolactams in good yields by treatment with Bu 3 P under high-dilution conditions; the presence of 4-dimethylaminopyridine improves slightly the yields. Amides and peptides can be readily obtained by this procedure.

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