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Synlett 2001; 2001(10): 1593-1595
DOI: 10.1055/s-2001-17466
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Selective Deprotection of Isopropyl Esters, Carbamates and Carbonates with Aluminum Chloride

Gaik-Lean Chee*
  • *Crompton Co./Cie, Research Laboratories, P.O. Box 1120, 120 Huron Street, Guelph, Ontario, N1H 6N3, Canada; Fax + 1(519)8 21 19 56; E-mail: gaik-lean chee@cromptoncorp.com
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Publication Date:
27 September 2001 (online)

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The O-isopropyl bond of isopropyl esters, carbamates, and carbonates has been effectively and selectively cleaved by treatment with AlCl3 in nitromethane at 0-50 °C to give carboxylic acids, amines, and alcohols, respectively, in good to excellent yields.

isopropoxycarbonyls - selective deprotection - aluminum chloride - nitromethane - carbocations