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Merck
  • Remarkable effect of 2,2'-bipyridyl: mild and highly chemoselective deprotection of methoxymethyl (MOM) ethers in combination with TMSOTf (TESOTf)-2,2'-bipyridyl.

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

Chemical communications (Cambridge, England) (2009-07-15)
Hiromichi Fujioka, Ozora Kubo, Kento Senami, Yutaka Minamitsuji, Tomohiro Maegawa
ABSTRAKT

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.

MATERIAŁY
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Sigma-Aldrich
Trimethylsilyl trifluoromethanesulfonate, purum, ≥98.0% (T)
Sigma-Aldrich
Trimethylsilyl trifluoromethanesulfonate, 99%