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Experimental and theoretical investigation into the gold-catalyzed reactivity of cyclopropenylmethyl acetates

Journal Article


Abstract


  • Cyclopropenylmethyl acetates have been shown to undergo rapid and stereoselective gold catalyzed rearrangement to Z-acetoxydienes in high yield. DFT calculations have shown that while several reaction pathways can be envisaged only a single, ring-opening one operates.

UOW Authors


  •   Seraya, Elaine (external author)
  •   Slack, Eric (external author)
  •   Ariafard, Alireza (external author)
  •   Yates, Brian F. (external author)
  •   Hyland, Christopher

Publication Date


  • 2010

Citation


  • Seraya, E., Slack, E., Ariafard, A., Yates, B. F. & Hyland, C. J. T. (2010). Experimental and theoretical investigation into the gold-catalyzed reactivity of cyclopropenylmethyl acetates. Organic Letters, 12 (21), 4768-4771.

Scopus Eid


  • 2-s2.0-78049517580

Ro Metadata Url


  • http://ro.uow.edu.au/smhpapers/2324

Number Of Pages


  • 3

Start Page


  • 4768

End Page


  • 4771

Volume


  • 12

Issue


  • 21

Abstract


  • Cyclopropenylmethyl acetates have been shown to undergo rapid and stereoselective gold catalyzed rearrangement to Z-acetoxydienes in high yield. DFT calculations have shown that while several reaction pathways can be envisaged only a single, ring-opening one operates.

UOW Authors


  •   Seraya, Elaine (external author)
  •   Slack, Eric (external author)
  •   Ariafard, Alireza (external author)
  •   Yates, Brian F. (external author)
  •   Hyland, Christopher

Publication Date


  • 2010

Citation


  • Seraya, E., Slack, E., Ariafard, A., Yates, B. F. & Hyland, C. J. T. (2010). Experimental and theoretical investigation into the gold-catalyzed reactivity of cyclopropenylmethyl acetates. Organic Letters, 12 (21), 4768-4771.

Scopus Eid


  • 2-s2.0-78049517580

Ro Metadata Url


  • http://ro.uow.edu.au/smhpapers/2324

Number Of Pages


  • 3

Start Page


  • 4768

End Page


  • 4771

Volume


  • 12

Issue


  • 21