Synthesis of pyrrolo [2, 1-c][1, 4] benzodiazepines via an Intramolecular Aza-Wittig reaction. Synthesis of the antibiotic DC-81

P Molina, I Díaz, A Tárraga

Index: Molina, Pedro; Diaz, Isidora; Tarraga, Alberto Tetrahedron, 1995 , vol. 51, # 19 p. 5617 - 5630

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Citation Number: 99

Abstract

A new and efficient synthesis of the pyrrolo [2, 1-c][1, 4] benzodiazepine ring system has been carried out using, as a key step, an intramolecular aza Wittig reaction of the appropriately substituted N-(2-azidobenzoyl) pyrrolidine-2-carboxaldehydes. The parent unsubstituted PBD 4 and the natural product DC-81 have been prepared in the imine form in good overall yields.