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Synlett 1999; 1999(9): 1423-1425
DOI: 10.1055/s-1999-2859
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Unexpected formation of O-methoxycarbonyl cyanohydrin showing potential as a protective group of ketones

Donald Poirier* , David Berthiaume, Roch P. Boivin
  • *Medicinal Chemistry Division, Laboratory of Molecular Endocrinology, Laval University Medical Research Center, 2705 Laurier Boulevard, Quebec, G1V 4G2, Canada; Fax 4 18-6 54-27 61; E-mail: donald.poirier@crchul.ulaval.ca
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Publication Date:
31 December 1999 (online)

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A one-step procedure using methyl cyanoformate and a secondary alkylamine was reported to efficiently transform ketones into O-methoxycarbonyl cyanohydrins. This functional group shows interesting potential in protecting group chemistry.

protective group - ketone - cyanohydrin - carbonate