Duality of mechanism in the tetramethylfluoroformamidinium hexafluorophosphate-mediated synthesis of N-benzyloxycarbonylamino acid fluorides

…, L Pasquato, P Scrimin, QB Broxterman…

Index: Fiammengo; Licini; Nicotra; Modena; Pasquato; Scrimin; Broxterman; Kaptein Journal of Organic Chemistry, 2001 , vol. 66, # 17 p. 5905 - 5910

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Citation Number: 20

Abstract

The use of protected amino acid fluorides as activated forms of the N-protected R-amino acids both for solutionphase1 and for solid-phase synthesis2 of peptides has recently acquired a remarkable expansion. 3 The main reasons for their success may be ascribed to their unique properties, namely,(i) their inherent stability after purification even in the presence of tert-butyl-based protecting groups,(ii) the scarce or even absent oxazolone ...