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

Authors

Liam Joyce, University of WollongongFollow
Anthony C. Willis, Australian National University
Christopher J. T Hyland, University of WollongongFollow
Stephen G. Pyne, University of WollongongFollow

RIS ID

130133

Publication Details

Joyce, L. M., Willis, A. C., Hyland, C. J. T. & Pyne, S. G. (2018). Gold- and Silver-Catalysed Cyclisation Reactions of β-Amino Allenes. Australian Journal of Chemistry, 71 (9), 682-689.

Abstract

Herein we report the formation of pyrrolines and tetrahydropyridines from the cyclisation reactions of β-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 AgI 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 %).

Grant Number

ARC/DP180101332