CO-trapping reaction under thermolysis of alkoxyamines: application to the synthesis of 3,4-cyclopenta-1-tetralones

Yoshitaka Uenoyama; Masaaki Tsukida; Takashi Doi; Ilhyong Ryu; Armido Studer

doi:10.1021/ol050951n

CO-trapping reaction under thermolysis of alkoxyamines: application to the synthesis of 3,4-cyclopenta-1-tetralones

Org Lett. 2005 Jul 7;7(14):2985-8. doi: 10.1021/ol050951n.

Authors

Yoshitaka Uenoyama¹, Masaaki Tsukida, Takashi Doi, Ilhyong Ryu, Armido Studer

Affiliation

¹ Department of Chemistry, Graduate School of Science, Osaka Prefecture University, Sakai, Japan.

PMID: 15987186
DOI: 10.1021/ol050951n

Abstract

[reaction: see text] An efficient one-pot sequence comprising a PRE-mediated radical 5-exo-cyclization, a radical carbonylation, a nitroxide trapping reaction, and a subsequent acid-catalyzed Friedel-Craft-type acylation provides a new entry into 3,4-cyclopenta-1-tetralones. Eight examples are presented.