Tetrahedron

Activation of carboxyl groups by diphenyl 2-oxo-3-oxazolinylphosphonate: Facile preparation of versatile reagents, 3-acyl-2-oxazolones

T Kunieda, T Higuchi, Y Abe, M Hirobe

Index: Kunieda, Takehisa; Higuchi, Tsunehiko; Abe, Yoshihiro; Hirobe, Masaaki Tetrahedron, 1983 , vol. 39, # 20 p. 3253 - 3260

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Citation Number: 35

Abstract

Synthetic utility of the 2-oxazolone moiety as an excellent new leaving group is described. Based on such a function of the heterocycles, diphenyl 2-oxo-3-oxazolinylphosphonate [DPPOx] has been newly introduced as a carboxyl-activating reagent which permits a facile direct preparation of 3-acyl-2-oxazolones and amides including peptides from a wide variety of carboxylic acids The 3-acyl-2-oxazolides also serve as versatile reactive agents for ...

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