Gold- and Silver-Catalysed Cyclisation Reactions of beta-Amino Allenes

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Joyce, Liam M
Willis, Anthony
Hyland, Christopher J T
Pyne, Stephen G

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CSIRO Publishing

Abstract

Herein we report the formation of pyrrolines and tetrahydropyridines from the cyclisation reactions of beta-amino allenes by both Au-I and Ag-I catalysts in yields ranging from 5 to 70%. Au-I catalysts favour a 5-endo-dig cyclisation before rapid rearrangement to the 5-exo-dig product, while Ag-I favours a 6-endo-trig cyclisation. We also report the first known Ag2O catalysed cyclisation reaction of an allene which occurred in good yield (61 %).

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Australian Journal of Chemistry

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Restricted until

2037-12-31