An efficient route to pentasubstituted phenols

Khan, Faiz Ahmed ; Choudhury, Sumit (2006) An efficient route to pentasubstituted phenols European Journal of Organic Chemistry, 2006 (3). pp. 672-676. ISSN 1434-193X

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Official URL: http://onlinelibrary.wiley.com/doi/10.1002/ejoc.20...

Related URL: http://dx.doi.org/10.1002/ejoc.200500603

Abstract

A simple and convenient three-step protocol for the synthesis of pentasubstituted tribromophenols based on the acid-catalyzed Grob-type fragmentation of the bicyclic ketone precursors 8a-e in high overall yield is described. The bicyclic ketones 8a-e were obtained in two steps starting from the Diels-Alder cycloadducts 5a-e of β-substituted vinyl acetates and tetrabromo-5,5-dimethoxycyclopentadiene.

Item Type:Article
Source:Copyright of this article belongs to John Wiley and Sons.
Keywords:Pentasubstituted Phenols; Grob-type Fragmentation; Cycloaddition; Rearrangement; Diels-Alder Reaction
ID Code:80351
Deposited On:31 Jan 2012 14:27
Last Modified:31 Jan 2012 14:27

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