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Iron-catalyzed aminohydroxylation of olefins.


ABSTRACT: 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.

SUBMITTER: Williamson KS 

PROVIDER: S-EPMC2857537 | BioStudies | 2010-01-01

REPOSITORIES: biostudies

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