Issue 29, 2009
From the journal:

Chemical Communications

Remarkable effect of 2,2′-bipyridyl: mild and highly chemoselective deprotection of methoxymethyl (MOM) ethers in combination with TMSOTf (TESOTf)–2,2′-bipyridyl†

Hiromichi Fujioka,*a   Ozora Kubo,a   Kento Senami,a   Yutaka Minamitsujia  and  Tomohiro Maegawaa  

* Corresponding authors

a Graduate School of Pharmaceutical Sciences, Osaka University, 1-6 Yamada-oka, Suita, Osaka 565-0871, Japan
E-mail: fujioka@phs.osaka-u.ac.jp
Fax: +81 668798229
Tel: +81 668798225

Abstract

The remarkable effect of 2,2′-bipyridyl led to the successful development of the mild and highly chemoselective deprotection method of methoxymethyl (MOM) ethers using the combination of TMSOTf (or TESOTf) and 2,2′-bipyridyl; this method can be applied to the direct conversion of the MOM group to other ethereal protective groups (e.g.benzyloxymethyl) with the corresponding alcohols.

Graphical abstract: Remarkable effect of 2,2′-bipyridyl: mild and highly chemoselective deprotection of methoxymethyl (MOM) ethers in combination with TMSOTf (TESOTf)–2,2′-bipyridyl

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Article information

DOI
https://doi.org/10.1039/B907910F
Article type
Communication
Submitted
21 Apr 2009
Accepted
15 May 2009
First published
11 Jun 2009

Chem. Commun., 2009, 4429-4431

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Remarkable effect of 2,2′-bipyridyl: mild and highly chemoselective deprotection of methoxymethyl (MOM) ethers in combination with TMSOTf (TESOTf)–2,2′-bipyridyl

H. Fujioka, O. Kubo, K. Senami, Y. Minamitsuji and T. Maegawa, Chem. Commun., 2009, 4429 DOI: 10.1039/B907910F

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