Tetrahedron

N-Alkenyl nitrone dipolar cycloaddition routes to piperidines and indolizidines. Part 8. The scope of tandem reactions involving hydroxylamine-alkyne cyclisations

EC Davison, IT Forbes, AB Holmes, JA Warner

Index: Davison, Edwin C.; Forbes, Ian T.; Holmes, Andrew B.; Warner, Jacqueline A. Tetrahedron, 1996 , vol. 52, # 35 p. 11601 - 11624

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Citation Number: 34

Abstract

A tandem sequence of hydroxylamine-alkyne cyclisation/1, 3-dipolar cycloaddition, provides useful entry into tricyclic systems of type 4. The scope of such reactions is explored in this paper. A novel cascade cyclisation of N-hydroxypyrrolidines of type 26 and 28 involving hydroxylamine-alkyne cyclisation, Cope elimination and 1, 3-dipolar cycloaddition is also reported.