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

Authors

Elaine Seraya, University of Tasmania
Eric Slack, University of Tasmania
Alireza Ariafard, University of TasmaniaFollow
Brian Yates, University of Tasmania
Christopher J. T Hyland, University of TasmaniaFollow

RIS ID

95213

Publication Details

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.

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.