Issue 77, 2013

Gold-catalyzed cascade cycloisomerization of 1,7-diyn-3,6-bis(propargyl carbonate)s: stereoselective synthesis of naphtho[b]cyclobutenes

Abstract

Gold-catalyzed cycloisomerization of 1,7-diyn-3,6-bis(propargyl carbonate)s leads to a highly efficient and diastereoselective synthesis of functionalized naphtho[b]cyclobutenes. A cascade sequence involving gold-catalyzed double 3,3-rearrangement, 6π-electrocyclic reaction and a decarbonylative cyclization was proposed for this reaction.

Graphical abstract: Gold-catalyzed cascade cycloisomerization of 1,7-diyn-3,6-bis(propargyl carbonate)s: stereoselective synthesis of naphtho[b]cyclobutenes

Supplementary files

Article information

Article type
Communication
Submitted
25 Jun 2013
Accepted
23 Jul 2013
First published
31 Jul 2013

Chem. Commun., 2013,49, 8650-8652

Gold-catalyzed cascade cycloisomerization of 1,7-diyn-3,6-bis(propargyl carbonate)s: stereoselective synthesis of naphtho[b]cyclobutenes

M. Chen, J. Liu, L. Wang, X. Zhou and Y. Liu, Chem. Commun., 2013, 49, 8650 DOI: 10.1039/C3CC44757J

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