Abstract
Unique α-hemiaminal ether gold carbene intermediates were accessed by a gold-catalysed 1,1-carboalkoxylation strategy and evolved through a highly selective 1,2-N-migration. This skeletal rearrangement gave functionalised indenes, and isotopic labelling confirmed the rare C-N bond cleavage of the ynamide moiety. The effect of substituents on the migration has been explored, and a model is proposed to rationalise the observed selectivity.
Original language | English |
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Pages (from-to) | 7262-7266 |
Number of pages | 5 |
Journal | Chemistry: A European Journal |
Volume | 20 |
Issue number | 24 |
Early online date | 14 May 2014 |
DOIs | |
Publication status | Published - 10 Jun 2014 |
Keywords
- carbenes
- cycloisomerisation
- gold
- regioselectivity
- ynamides
ASJC Scopus subject areas
- Chemistry(all)