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- W2971339401 abstract "The isomerization of dienyl alcohols and polyenyl alkyl ethers catalyzed by TBD (1,5,7-triazabicyclo[4.4.0]dec-5-ene) under metal-free conditions is presented. Two reaction pathways have been observed. For dienyl alcohols, the reaction proceeds by a [1,3]-proton shift to give γ,δ-unsaturated ketones exclusively. On the other hand, the reaction with polyenyl alkyl ethers gives the corresponding conjugated vinyl ethers in good yields (up to 85%), with regioselectivities up to >20:1. Experimental and computational investigations suggest that the mechanism proceeds through consecutive “chain-walking” proton shifts (“base walk”) mediated by TBD." @default.
- W2971339401 created "2019-09-05" @default.
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- W2971339401 date "2019-08-26" @default.
- W2971339401 modified "2023-10-18" @default.
- W2971339401 title "Base-Catalyzed [1,<i>n</i>]-Proton Shifts in Conjugated Polyenyl Alcohols and Ethers" @default.
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- W2971339401 doi "https://doi.org/10.1021/acscatal.9b02478" @default.
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