Journal
TETRAHEDRON LETTERS
Volume 44, Issue 6, Pages 1301-1303Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/S0040-4039(02)02817-4
Keywords
protecting group; aldehyde; 1,1-diacetate; acylal; heteropolyacid; Wells-Dawson catalyst
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Aromatic and aliphatic aldehydes are transformed in 1,1-diacetates (acylals) in mild conditions, by a treatment with acetic anhydride and a Wells-Dawson acid (H6P2W18O62.24H(2)O)- gem-Diacetylation proceeds in Ac2O with a little as 1% mol Wells-Dawson acid at room temperature and under solventless conditions, obtaining very good to excellent yields (88-98%) of 1,1-diacetates (19 examples). Neither 4-dimethylaminobenzaldehyde nor ketones react under the same conditions. (C) 2003 Elsevier Science Ltd. All rights reserved.
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