Tetrahedron

Palladium catalysed tandem cyclisation-anion capture processes. Part 2. Cyclisation onto alkynes or allenes with hydride capture

R Grigg, V Loganathan, V Sridharan, P Stevenson…

Index: Grigg, Ronald; Loganathan, Vani; Sridharan, Visuvanathar; Stevenson, Paul; Sukirthalingam, Sukanthini; Worakun, Tanachat Tetrahedron, 1996 , vol. 52, # 35 p. 11479 - 11502

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Citation Number: 78

Abstract

A wide range of palladium catalysed regio-and stereo-specific 5-, 6-and 7-exo-dig mono-, bis-and tris-cyclisation processes of aryl and vinyl halides and allylic acetates are described. The mono-and bis-cyclisation processes terminate in hydride capture from piperidineformic acid or sodium formate. Addition of Tl2CO3 results in alkyne-allene isomerisation and leads, after cyclisation, to 1, 3-dienes which give Diels-Alder adducts in good yield.