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- W2055366421 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. pTsNIPh appeared in general to give better results than pNsNIPh. 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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- W2055366421 date "2010-12-01" @default.
- W2055366421 modified "2023-09-23" @default.
- W2055366421 title "Asymmetric catalytic aziridination of dihydronaphthalenes for the preparation of substituted 2-aminotetralins" @default.
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- W2055366421 doi "https://doi.org/10.1016/j.tet.2010.11.010" @default.
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