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2004 Deprotection Deprotection O 0345 Mild and Chemoselective Catalytic Deprotection of Ketals and Acetals Using Cerium(IV) Ammonium Nitrate. — Cerium(IV) ammonium nitrate is a mild, pow- erful and selective reagent for the removal of a range of ketals and acetals. The depro- tection method requires only catalytic amount of the cerium reagent and a wide range of functionalities, including unprotected alcohols, ketones, aldehydes, enones and trityl ethers are tolerated. Mechanistic insights suggest that the Ce(IV) salts act as unique Lewis acid and not as redox active species. — (ATES, A.; GAUTIER, A.; LEROY, B.; PLANCHER, J.-M.; QUESNEL, Y.; VANHERCK, J.-C.; MARKO*, I. E.; Tetrahedron 59 (2003) 45, 8989-8999; Dep. Chim., Univ. Cathol. Louvain, B-1348 Louvain-la-Neuve, Belg.; Eng.) — Bartels 10- 061

Mild and Chemoselective Catalytic Deprotection of Ketals and Acetals Using Cerium(IV) Ammonium Nitrate

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Page 1: Mild and Chemoselective Catalytic Deprotection of Ketals and Acetals Using Cerium(IV) Ammonium Nitrate

2004 Deprotection

DeprotectionO 0345 Mild and Chemoselective Catalytic Deprotection of Ketals and Acetals Using

Cerium(IV) Ammonium Nitrate. — Cerium(IV) ammonium nitrate is a mild, pow-erful and selective reagent for the removal of a range of ketals and acetals. The depro-tection method requires only catalytic amount of the cerium reagent and a wide range of functionalities, including unprotected alcohols, ketones, aldehydes, enones and trityl ethers are tolerated. Mechanistic insights suggest that the Ce(IV) salts act as unique Lewis acid and not as redox active species. — (ATES, A.; GAUTIER, A.; LEROY, B.; PLANCHER, J.-M.; QUESNEL, Y.; VANHERCK, J.-C.; MARKO*, I. E.; Tetrahedron 59 (2003) 45, 8989-8999; Dep. Chim., Univ. Cathol. Louvain,B-1348 Louvain-la-Neuve, Belg.; Eng.) — Bartels

10- 061