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- W2952851369 abstract "The acid mediated reaction between active methylenes and benzhydryl alcohols, or their derivatives, is reported. Ethyl acetoacetate, acetylacetone, and N,N-dibenzyl-malonamic acid methyl ester are benzhydrylated in quantitative yields in the presence of molar amounts of BF3·OEt2 in CH2Cl2 at r.t. TMSOTf and H2SO4 appear to be equally efficient. Use of benzhydryl acetate in place of the starting free alcohol allows lowering of the Lewis acid to catalytic amounts. A general mechanism for this scarcely studied C-C bond formation is presented. Due to the easier availability of alcohols with respect to halides the method may favorably compare with the more classical halide-based basic conditions." @default.
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- W2952851369 date "2002-01-01" @default.
- W2952851369 modified "2023-10-16" @default.
- W2952851369 title "Alkylation of Active Methylenes via Benzhydryl Cations" @default.
- W2952851369 doi "https://doi.org/10.1055/s-2002-34884" @default.
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