3.8 Article

A new fluorous methoxymethyl (FMOM) protecting group for alcohols

Journal

QSAR & COMBINATORIAL SCIENCE
Volume 25, Issue 8-9, Pages 732-735

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/qsar.200640047

Keywords

fluorous; fluorous solid-phase extraction; methoxymethyl group; protecting group

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A new fluorous analogue of the popular MOM (methoxymethyl) protecting group can be introduced by reactions of alcohols with 1H,1H,2H,2H,3H,3H-perfluoroundecyloxymethyl chloride (C8F17(CH2)(3)OCH2Cl) and the resulting fluorous methoxymethyl ((MOM)-M-F) adducts can be deprotected under Br circle divide nsted or Lewis acidic conditions. The results suggest that the (MOM)-M-F protecting group will find use in a number of fluorous synthesis settings.

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