Tetrahedron letters

Palladium catalysed intramolecular coupling of aryl and benzylic halides and related tandem cyclisations. A simple synthesis of hippadine.

R Grigg, A Teasdale, V Sridharan

Index: Grigg, Ronald; Teasdale, Andrew; Sridharan, Visuvanathar Tetrahedron Letters, 1991 , vol. 32, # 31 p. 3859 - 3862

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Citation Number: 77

Abstract

Abstract A Pd (0)/R 3 Sn) 2 (R Me or n-Bu) catalyst system effects intramolecular aryl-aryl, benzyl-aryl, benzyl-benzyl coupling of aryl and benzyl halides in good yield. Polycyclisations can be achieved by relaying the coupling via an alkene or alkyne “linker”. The methodology is exemplified by a short synthesis of hippadine.