Platinum-catalyzed cycloisomerization of 1,4-enynes viaactivation of a sp3-hybridized C–H bond†
Dhananjayan Vasu,Arindam Das,Rai-Shung Liu
Chemical Communications Pub Date : 04/29/2010 00:00:00 , DOI:10.1039/C0CC00071J
Abstract

We report the cycloisomerization of 1-alkenyl-1-alkynylcyclopropanes to cyclooctatriene products catalyzed by PtCl2/CO in hot xylene. In contrast to the reported enyne cycloisomerization, this 1,4-enyne cycloisomerization proceeds via an atypical addition of the allyl carbon to the alkyne in a 6-endo-dig cyclization.

Graphical abstract: Platinum-catalyzed cycloisomerization of 1,4-enynes via activation of a sp3-hybridized C–H bond