Tetrahedron: Asymmetry

Chiral imidazole derivatives synthesis from enantiopure N-protected α-amino acids

F Bureš, J Kulhánek

Index: Bures, Filip; Kulhanek, Jiri Tetrahedron Asymmetry, 2005 , vol. 16, # 7 p. 1347 - 1354

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Citation Number: 26

Abstract

A route to the preparation of enantiopure ligands based on a 2-phenylimidazol ring is described. The stereogenic centre is placed into the chain bonded to the fourth carbon of the imidazole ring. The synthesis starts from inexpensive and readily available N-protected α- amino acids, as the source of chirality, which are converted into appropriate α-diazoketones and, consequently, into α-bromoketones. These α-bromoketones are good precursors for ...