Department of Chemistry, University of Wisconsin-Madison, Madison, Wisconsin 53706, United States.
J Am Chem Soc. 2012 Aug 1;134(30):12370-3. doi: 10.1021/ja3046684. Epub 2012 Jul 23.
The regioselective and enantioselective oxyamination of alkenes with N-sulfonyl oxaziridines is catalyzed by a novel iron(II) bis(oxazoline) complex. This process affords oxazolidine products that can be easily manipulated to yield highly enantioenriched free amino alcohols. The regioselectivity of this process is complementary to that obtained from the analogous copper(II)-catalyzed reaction. Thus, both regioisomers of enantioenriched 1,2-aminoalcohols can be obtained using oxaziridine-mediated oxyamination reactions, and the overall sense of regiochemistry can be controlled using the appropriate choice of inexpensive first-row transition metal catalyst.
新型铁（II）双恶唑啉配合物催化 N-磺酰基恶唑啉与烯烃的区域选择性和对映选择性的氧化氨化反应。该过程生成的恶唑烷酮产物可轻松转化为高对映体过量的游离氨基醇。该过程的区域选择性与类似的铜（II）催化反应获得的区域选择性互补。因此，使用恶唑啉介导的氧化氨化反应可以获得两种对映体过量的 1,2-氨基醇的区域异构体，并且可以使用合适的廉价第一过渡金属催化剂来控制整体区域化学的感觉。
