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- W2950141623 abstract "Abstract The Lewis acid-promoted reaction of β,γ-unsaturated α,α-dimethoxy esters, which are easily prepared by the acetalization of β,γ-unsaturated α-keto esters, with silyl nucleophiles is presented. By employing trimethylsilyl enolate and allyltrimethylsilane as nucleophiles, the BF3-promoted reactions of a series of β,γ-unsaturated α,α-dimethoxy esters bearing aromatic and aliphatic substituents proceeded at the γ-position in an S N 2′ manner to furnish γ-substituted α,β-unsaturated α-methoxy esters in good yields with high regioselectivity. In contrast, the reaction using trimethylsilyl cyanide predominantly occurred at the α-position, and the reaction of silyl hydride resulted in a mixture of α- and γ-regioisomers in favor of the γ-substitution products." @default.
- W2950141623 created "2019-06-27" @default.
- W2950141623 creator A5005639698 @default.
- W2950141623 creator A5082873380 @default.
- W2950141623 creator A5085918547 @default.
- W2950141623 date "2012-08-01" @default.
- W2950141623 modified "2023-09-27" @default.
- W2950141623 title "Lewis acid-promoted reaction of β,γ-unsaturated α,α-dimethoxy esters with silyl nucleophiles" @default.
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- W2950141623 doi "https://doi.org/10.1016/j.tetlet.2012.06.078" @default.
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