A highly regioselective 6-endo-aryl radical cyclisation: stereocontrolled synthesis of trans-octahydroanthracenes

Pal, Sitaram ; Mukherjee, Monika ; Podder, Debi ; Mukherjee, Alok K. ; Ghatak, Usha Ranjan (1991) A highly regioselective 6-endo-aryl radical cyclisation: stereocontrolled synthesis of trans-octahydroanthracenes Journal of the Chemical Society , Chemical Communications (22). pp. 1591-1593. ISSN 0022-4936

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Official URL: http://pubs.rsc.org/en/Content/ArticleLanding/1991...

Related URL: http://dx.doi.org/10.1039/C39910001591

Abstract

The sterocontrolled synthesis of trans-octahydroanthracenes 3, 11 and 14 through implementation of an efficient and highly regioselective 6-endo-trig-aryl radical cyclisation of the respective 2-(o-bromobenzyl)-1-methylenecyclohexanes 2, 10 and 13, with tri-n-butyltin hydride is reported, along with a single crystal X-ray structure determination of 11.

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