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Wiley-VCH Verlag, ChemInform, 10(35), 2004

DOI: 10.1002/chin.200410061

Elsevier, Tetrahedron, 45(59), p. 8989-8999

DOI: 10.1016/j.tet.2003.03.002

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Mild and chemoselective catalytic deprotection of ketals and acetals using cerium(IV) ammonium nitrate

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This paper is available in a repository.

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Abstract

Cerium(IV) ammonium nitrate (CAN) is a powerful, though mild, reagent for the efficient and selective removal of a range of ketals and acetals. This novel deprotection method requires only catalytic amounts of CAN and tolerates a variety of functional and protecting groups. Mechanistic insights suggest that the Ce(lV) salts act as unique Lewis acids and not as redox active species. (C) 2003 Elsevier Ltd. All rights reserved.