Generation of ester enolates by reductive α-deacetoxylation

Pardo, Simon N. ; Ghosh, Subrata ; Salomon, Robert G. (1981) Generation of ester enolates by reductive α-deacetoxylation Tetrahedron Letters, 22 (20). pp. 1885-1888. ISSN 0040-4039

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Diethyl allylmalonates or 2-arylalkanoic esters are prepared in good yield by reductive α-deoxygenation of the corresponding α-acetoxy or α-alkony esters. Since the intermediate ester enolates are generated under aprotic conditions, a one pot reductive-alkylation is also possible. One application of this procedure allows diethyl oxomalonate to serve as a conjunctive reagent for stitching together an alkene and an alkyl halide with a malonyl group as linchpin.

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Source:Copyright of this article belongs to Elsevier Science.
ID Code:88019
Deposited On:26 Mar 2012 13:52
Last Modified:26 Mar 2012 13:52

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