4.4 Article

Remarkable reactivity of pyridinium chlorochromate adsorbed on neutral alumina under solvent-free conditions

Journal

TETRAHEDRON
Volume 59, Issue 19, Pages 3493-3498

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/S0040-4020(03)00471-X

Keywords

oxidation; supported reagents; solid-phase synthesis

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Pyridinium chlorochromate adsorbed on neutral alumina (PCC-Al2O3) under solvent-free conditions has been found to oxidize primary aliphatic alcohols to alkyl alkanoates whereas primary benzylic and primary allylic alcohols produce the corresponding aldehydes. Secondary aliphatic and aromatic alcohols produce ketones without isomerization and polymerization of double bonds, overoxidation and other side-reactions. (C) 2003 Elsevier Science Ltd. All rights reserved.

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