期刊
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 132, 期 13, 页码 4570-+出版社
AMER CHEMICAL SOC
DOI: 10.1021/ja1013536
关键词
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资金
- NSF [CHE-0645447, CHE-9629688]
- NIH [RO1-GM084022, S10 RR04981-01]
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.
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