Tetrahedron

Total synthesis of ibogaine, epiibogaine and their analogues

GK Jana, S Sinha

Index: Jana, Goutam Kumar; Sinha, Surajit Tetrahedron, 2012 , vol. 68, # 35 p. 7155 - 7165

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Citation Number: 12

Abstract

Efficient total synthesis of ibogaine, epiibogaine and their analogues has been described. An intramolecular reductive-Heck type cyclization was used for the construction of seven- membered indoloazepine ring to access iboga-skeleton. Larock's heteroannulation reaction was employed for the creation of suitably substituted indole and Diels–Alder reaction was employed for the construction of the isoquinuclidine ring present in iboga alkaloids.