Tetrahedron letters

A new synthesis of chiral aminoalkyloxazolecarboxylate esters from isoxazol-5 (2H)-ones: the synthesis of almazoles A and B

J Khalafy, CE Svensson, RH Prager, CM Williams

Index: Khalafy, Jabbar; Svensson, Carina E.; Prager, Rolf H.; Williams, Craig M. Tetrahedron Letters, 1998 , vol. 39, # 30 p. 5405 - 5408

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Citation Number: 16

Abstract

2-(1-Aminoalkyl) oxazole-4 and 5-carboxylates are available, without detectable racemisation, by a sequence involving N-acylation of isoxazol-5 (2H) one carboxylates with phthalimidoamino acids, photolysis of the acylated product, and hydrazinolysis. An application of the procedure to the synthesis of almazole A and B is described.