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Synlett 2001; 2001(4): 0538-0540
DOI: 10.1055/s-2001-12311
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A Novel Synthesis of β-Sulfinyl- and β-Sulfonyl-Hydroxamic Acids via CsF-Mediated Ring Opening of Substituted β-Lactones

Gérard Rossé* , Fernand Gerber, Jean-Luc Specklin, Christian Hubschwerlen
  • *Pharma Division, Preclinical Research, F. Hoffmann-La Roche Ltd., 4070 Basel, Switzerland; E-mail: gabriela.haenggi@roche.com
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Publication History

Publication Date:
31 December 2001 (online)

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The ring-opening reaction of 3-substituted β-lactones with thiols was achieved using CsF in DMF as promoter. The resulting β-sulfanyl-carboxylic acid intermediates were coupled to hydroxylamine-Wang resin and the sulfur atom was selectively oxidized to afford β-sulfinyl- and β-sulfonyl-hydroxamic acid libraries.

combinatorial chemistry - solid-phase synthesis - cycloaddition - ring opening - oxidation