Zirconium-mediated SN2' substitution of allylic ethers: regio- and stereospecific formation of protected allylic amines |
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| Authors: | Lalic Gojko Blum Suzanne A Bergman Robert G |
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| Institution: | Department of Chemistry, University of California, Berkeley, 94720, USA. |
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| Abstract: | A new zirconium-mediated, regio- and stereospecific SN2' substitution of allylic ethers with a nitrogen nucleophile has been developed. Cbz-protected amine products were isolated in high yield from reactions with a wide range of Z allylic ethers. A mechanism of the allylic substitution consistent with the results of the kinetics and kinetic isotope effect studies was proposed. |
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