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Synfacts 2010(4): 0467-0467  
DOI: 10.1055/s-0029-1219523
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart ˙ New York

Simple and Selective Deprotection of MOM Ethers

Contributor(s): Paul Knochel, Andrei Gavryushin
J. H. Han, Y. E. Kwon, J.-H. Sohn*, D. H. Ryu*
Sungkyunkwan University, Suwon and Institut Pasteur Korea, Seongnam, Korea
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Publikationsdatum:
22. März 2010 (online)

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Significance

The methoxymethyl (MOM) is a common protecting group in organic synthesis. Its wider use, however, is hampered by the relatively harsh conditions needed for its cleavage, which makes its selective removal difficult. The ZnBr2-PrSH mixture allows highly selective deprotection of MOM ethers in the presence of other labile groups like TBDPS or acetate even with such acid-sensitive substrates like benzylic or tertiary alcohols.