Issue 61, 2013
From the journal:

Chemical Communications

Selective cleavage of 3,5-bis-(trifluoromethyl)benzylcarbamate by SmI2–Et3N–H2O†

Tobias Ankner,a   Anna Said Stålsmedena  and  Göran Hilmersson*a  

* Corresponding authors

a Department of Chemistry and Molecular Biology, University of Gothenburg, Gothenburg, Sweden
E-mail: hilmers@chem.gu.se
Fax: +46 772 1394
Tel: +46 31 786 9022

Abstract

A novel electron poor protection group for amines has been developed. It undergoes rapid cleavage by SmI2–Et3N–H2O and its orthogonality towards the regular benzyl carbamate group (CBz) under reductive or transfer hydrogenolytic conditions is reported.

Graphical abstract: Selective cleavage of 3,5-bis-(trifluoromethyl)benzylcarbamate by SmI2–Et3N–H2O

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Article information

DOI
https://doi.org/10.1039/C3CC41642A
Article type
Communication
Submitted
04 Mar 2013
Accepted
05 Jun 2013
First published
06 Jun 2013

Chem. Commun., 2013,49, 6867-6869

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Selective cleavage of 3,5-bis-(trifluoromethyl)benzylcarbamate by SmI2–Et3N–H2O

T. Ankner, A. Said Stålsmeden and G. Hilmersson, Chem. Commun., 2013, 49, 6867 DOI: 10.1039/C3CC41642A

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