Evolution of Propargyl Ethers into Allylgold Cations in the Cyclization of Enynes

Abstract

Shifty moves: 1,n-Enynes with propargyl alcohol, ether, or silyl ether units undergo gold(I)-catalyzed intramolecular 1,(n−1)-migration via allylgold cations (see scheme). These intermediates have been trapped by olefins, indole, and by a formal intramolecular CH insertion. In the case of aryl-substituted 1,7-enynes, a cascade process involving a Nazarov-type cyclization leads to 6,7-dihydro-5H-benzo[c]fluorenes. Detailed facts of importance to specialist readers are published as ”Supporting Information”. Such documents are peer-reviewed, but not copy-edited or typeset. They are made available as submitted by the authors. Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article.