Tetrahedron letters

Iminophosphorane-mediated synthesis of 1-acyl-β-carbolines: A new access to the alkaloids eudistomin T, S and xestomanzamine A of marine origin

P Molina, PM Fresneda, S García-Zafra

Index: Molina, Pedro; Fresneda, Pilar M.; Garcia-Zafra, Sagrario Tetrahedron Letters, 1996 , vol. 37, # 52 p. 9353 - 9356

Full Text: HTML

Citation Number: 30

Abstract

New syntheses of the alkaloids eudistomin T and S are described. The key step, formation of the 1-phenylacetyl β-carboline, involves a tandem aza Wittig/electrocyclic ring closure process. The first synthesis of the alkaloid xestomanzamine A is achieved by coupling of a N- protected harmane, now available via aza Wittig/electrocyclic ring closure process, with a 5- lithioimidazole derivative.