Issue 7, 2005
From the journal:

Chemical Communications

2-Arylallyl as a new protecting group for amines, amides and alcohols†

José Barluenga,*a   Francisco J. Fañanás,a   Roberto Sanz,b   César Marcosb  and  José M. Ignaciob  

* Corresponding authors

a Instituto Universitario de Química Organometálica “Enrique Moles”, Unidad Asociada al C.S.I.C. Julián Clavería, 8, Universidad de Oviedo, 33006-Oviedo, Spain
E-mail: barluenga@uniovi.es

b Departamento de Química, Área de Química Orgánica, Facultad de Ciencias, Pza. Missael Bañuelos s/n, Universidad de Burgos, 09001-Burgos, Spain

Abstract

Amines, amides and ethers containing 2-arylallyl groups are selectively and easily deprotected with tert-butyllithium. This transformation probably involves a carbolithiation reaction of the styrenyl moiety followed by a β-elimination process.

Graphical abstract: 2-Arylallyl as a new protecting group for amines, amides and alcohols

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Article information

DOI
https://doi.org/10.1039/B414966A
Article type
Communication
Submitted
27 Sep 2004
Accepted
12 Nov 2004
First published
20 Dec 2004

Chem. Commun., 2005, 933-935

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2-Arylallyl as a new protecting group for amines, amides and alcohols

J. Barluenga, F. J. Fañanás, R. Sanz, C. Marcos and J. M. Ignacio, Chem. Commun., 2005, 933 DOI: 10.1039/B414966A

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