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Synthesis of functionalized resorcinols by rhodium-catalyzed [5+1] cycloaddition reaction of 3-acyloxy-1,4-enynes with CO

Authors :
Ilhyong Ryu
Yuko Ohta
Louis Fensterbank
Takahide Fukuyama
Célia Brancour
Anne-Lise Dhimane
Max Malacria
Source :
Chemical Communications. 46:5470
Publication Year :
2010
Publisher :
Royal Society of Chemistry (RSC), 2010.

Abstract

A novel [5+1] type carbonylative cycloaddition reaction has been developed using a Rh complex as catalyst. This reaction can convert readily available 3-acyloxy-1,4-enynes and CO to a wide range of functionalized resorcinols in good yields. A mechanism involving Rh-catalyzed cyclocarbonylation of 3-acyloxy-1,4-enynes accompanied by a 1,2-acyloxy shift is proposed for the present [5+1] type cycloaddition reaction.

Details

ISSN :
1364548X and 13597345
Volume :
46
Database :
OpenAIRE
Journal :
Chemical Communications
Accession number :
edsair.doi.dedup.....15a52e0559e0cda3251bd43d21fbee8f
Full Text :
https://doi.org/10.1039/c0cc00747a