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- W2951910801 abstract "Abstract An enantioselective synthesis of substituted 2-aminotetralins from dihydronaphthalenes in four steps is described. The key step is the Jacobsen’s (diimine)copper-catalyzed asymmetric aziridination of dihydronaphthalenes to the respective aziridines in 33–82% yields and 60–87% enantiomeric excess. The enantioselectivity and the yield were dependent on the properties of the nitrene precursor. p Ts NIPh appeared in general to give better results than p NsN IPh. Aziridines were ring-opened in the benzylic position by catalytic hydrogenolysis in quantitative yields, and deprotected in two steps to the respective 2-aminotetralins in 66–85% yields. The synthesis of ( S )-2-aminotetralin (>98% ee) and ( S )-2-amino-7-methoxytetralin (56% ee) were accomplished in 30 and 52% overall yields, respectively." @default.
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- W2951910801 date "2011-03-31" @default.
- W2951910801 modified "2023-09-25" @default.
- W2951910801 title "ChemInform Abstract: Asymmetric Catalytic Aziridination of Dihydronaphthalenes for the Preparation of Substituted 2-Aminotetralins." @default.
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- W2951910801 doi "https://doi.org/10.1002/chin.201117103" @default.
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