Iron-catalyzed aminohydroxylation of olefins.

We have discovered that N-sulfonyl oxaziridines react with a broad range of olefins in the presence of iron salts to afford 1,3-oxazolidines. This process provides access to 1,2-aminoalcohols with the opposite sense of regioselectivity produced from the copper-catalyzed oxyamination previously reported by our laboratories. Thus, either regioisomeric form of 1,2-aminoalcohols can easily be obtained from the reaction of oxaziridines with olefins, and the sense of regioselectivity can be controlled by the appropriate choice of inexpensive, nontoxic, first-row transition-metal catalyst.

• Publication year

  2010

• Venue

  Journal of the American Chemical Society

• Publication date

  2010-04-07

• Fields of study

  Medicine, Chemistry

• Identifiers
  DOI 10.1021/ja1013536PMID 20232850PMCID PMC2857537
• External record

  Open on Semantic Scholar

• Source metadata

  Semantic Scholar, PubMed

• No claims are published for this paper.

• No concepts are published for this paper.

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