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Metal-catalyzed cycloisomerization of enyne functionalities via a 1,3-alkylidene migration
Journal article   Peer reviewed

Metal-catalyzed cycloisomerization of enyne functionalities via a 1,3-alkylidene migration

Ming-Yuan Lin, Arindam Das and Rai-Shung Liu
Journal of the American Chemical Society, Vol.128(29), pp.9340-9341
26/07/2006

Abstract

We report a new metal-catalyzed 6-endo-dig cyclization of cis-4,6-dien-1-yn-3-ols, which produces substituted benzene and naphthalene derivatives with structural reorganization. In this process, we observe a 1,3-alkylidene migration via cleavage of the olefin double bond of the starting substrates. The ease and reliability of this cyclization are manifested by its compatibility with a wide array of diverse substrates and several π-alkyne activators, including PtCl 2 , Zn(OTf) 2 , AuCl, and AuCl 3 . Copyright © 2006 American Chemical Society.

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