Tetrahedron letters

A novel synthetic approach to isoindolobenzazepine alkaloid, chilenine, employing SmI 2-mediated pinacolic coupling reaction

H Yoda, A Nakahama, T Koketsu, K Takabe

Index: Yoda, Hidemi; Nakahama, Akira; Koketsu, Tomomi; Takabe, Kunihiko Tetrahedron Letters, 2002 , vol. 43, # 26 p. 4667 - 4669

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Citation Number: 24

Abstract

Samarium (II) diiodide-mediated intramolecular reductive coupling reaction of phthalimides with N-formylated alkyl side chains is shown to afford dihydroxylated tricyclic lactams with 5– 7-membered rings. This process was further applied for the preparation of an isoindolobenzazepine alkaloid, chilenine, by featuring the elaboration of the functionalized phthalimide derivative.