Issue 10, 2016

Gold-catalyzed π-directed regioselective cyclization of bis(o-alkynyl benzyl alcohols): rapid access to dihydroisobenzofuran derivatives

Abstract

Herein we demonstrate a gold-catalyzed regio- and stereo-selective cycloisomerization of bis(o-alkynyl benzyl alcohols). By this protocol, the synthesis of dihydroisobenzofuran derivatives can be achieved in good yields. The reaction features a continuous alkyne/alkene-directed 5-exo-dig cyclization and a Prins-type cyclization for the formation of three cycles.

Graphical abstract: Gold-catalyzed π-directed regioselective cyclization of bis(o-alkynyl benzyl alcohols): rapid access to dihydroisobenzofuran derivatives

Supplementary files

Article information

Article type
Letter
Submitted
04 Jul 2016
Accepted
31 Aug 2016
First published
31 Aug 2016

New J. Chem., 2016,40, 8211-8215

Gold-catalyzed π-directed regioselective cyclization of bis(o-alkynyl benzyl alcohols): rapid access to dihydroisobenzofuran derivatives

Z. Cao, S. Li, J. Li, X. Meng, H. Zhang, X. Sun and J. You, New J. Chem., 2016, 40, 8211 DOI: 10.1039/C6NJ02066F

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