Skip to main content
placeholder image

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

Journal Article


Download full-text (Open Access)

Abstract


  • Herein we report the formation of pyrrolines and tetrahydropyridines from the cyclisation reactions of β-amino allenes by both AuI and AgI catalysts in yields ranging from 5 to 70 %. AuI 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 %).

Publication Date


  • 2018

Citation


  • 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.

Scopus Eid


  • 2-s2.0-85052790179

Ro Full-text Url


  • https://ro.uow.edu.au/cgi/viewcontent.cgi?article=1193&context=smhpapers1

Ro Metadata Url


  • http://ro.uow.edu.au/smhpapers1/190

Number Of Pages


  • 7

Start Page


  • 682

End Page


  • 689

Volume


  • 71

Issue


  • 9

Place Of Publication


  • Australia

Abstract


  • Herein we report the formation of pyrrolines and tetrahydropyridines from the cyclisation reactions of β-amino allenes by both AuI and AgI catalysts in yields ranging from 5 to 70 %. AuI 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 %).

Publication Date


  • 2018

Citation


  • 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.

Scopus Eid


  • 2-s2.0-85052790179

Ro Full-text Url


  • https://ro.uow.edu.au/cgi/viewcontent.cgi?article=1193&context=smhpapers1

Ro Metadata Url


  • http://ro.uow.edu.au/smhpapers1/190

Number Of Pages


  • 7

Start Page


  • 682

End Page


  • 689

Volume


  • 71

Issue


  • 9

Place Of Publication


  • Australia