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Synthesis 1986; 1986(12): 1021-1024
DOI: 10.1055/s-1986-31857
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Acylation and Sulfonylation of Sulfamate Esters; Synthesis of an Acesulfam K Precursor

William J. Spillane* , Padraig O. Burke
  • *Chemistry Department, University College, Galway, Ireland
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Publication Date:
12 September 2002 (online)

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Convenient, high-yield procedures for the acylation and sulfonylation of sulfamate esters are described. These procedures yield the N-acylsulfamate ester and the N-sulfonylsulfamate ester functionalities, respectively. The alkylating ability of one of the N-acylated sulfamate esters prepared has been demonstrated. 4-Chlorophenyl N-acetoacetylsulfamate, an immediate precursor to the commercial cyclic sweetener Acesulfam K, has been prepared from 4-chlorophenyl sulfamate and diketene.

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