Tetrahedron

Synthetic studies on antifungal cyclic peptides, echinocandins. Stereoselective total synthesis of echinocandin D via a novel peptide coupling

N Kurokawa, Y Ohfune

Index: Kurokawa, Natsuko; Ohfune, Yasufumi Tetrahedron, 1993 , vol. 49, # 28 p. 6195 - 6222

Full Text: HTML

Citation Number: 59

Abstract

Synthetic studies on the novel fungicidal oligopeptides, echinocandins (1b and 1c), are described. The constituent amino acids 5–8 were synthesized in a stereocontrolled manner from the chiral starting materials, 5a, 6a and 7a, respectively. The coupling of these amino acids was characterized by the use of unprotected amino acid as the C-terminal and 2- pyridyl thiol ester as the N-terminal, and the coupling was performed in the presence of 1-( ...