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Synthesis 2011(1): 73-78  
DOI: 10.1055/s-0030-1258332
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

An Eco-Sustainable Erbium(III) Triflate Catalyzed Formation and Cleavage of tert-Butyl Ethers

Antonio Procopio*a, Paola Costanzoa, Massimo Curinib, Monica Nardic, Manuela Oliverioa, Rosina Paonessaa
a Dipartimento Farmaco-Biologico, Università degli Studi della Magna Græcia Complesso Ninì Barbieri, 88021 Roccelletta di Borgia (CZ), Italy
Fax: +39(0961)36955713; e-Mail: procopio@unicz.it;
b Dipartimento di Chimica e Tecnologia del Farmaco, Università degli Studi di Perugia, Via del Liceo 1, 06123 Perugia (PG), Italy
c Dipartimento di Chimica, Università della Calabria, Ponte Bucci, 87030 Arcavacata di Rende (CS), Italy
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Publikationsverlauf

Received 13 September 2010
Publikationsdatum:
15. November 2010 (online)

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Abstract

An eco-compatible method, which permits the formation or cleavage of tert-butyl ethers of alcohols and phenols, is proposed. The protection step is performed in solvent-free conditions at room temperature using catalytic amount of Er(OTf)3. The catalyst is easily­ recovered from the aqueous phase and reused several times without significant loss of activity. The deprotection step developed is also highly eco-friendly since the tert-butyl group is removed very quickly from alcohols and phenols in methanol using MW irradiation­.

Key words

green chemistry - Lewis acid - protecting groups - tert-butyl ether - microwave heating

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