88039-73-0Relevant academic research and scientific papers
Necic Acid Synthons. Part 4. Regioselectivity in the Reactions of Chloro and Iodo Derivatives of Selected 3-Hydroxy-2-methylenealkanoate Esters with Ethyl 2-Methyl-3-oxobutanoate
Ameer, Farouk,Drewes, Siegfried E.,Houston-McMillan, Mark S.,Kaye, Perry T.
, p. 1143 - 1146 (2007/10/02)
Iodination of 3-hydroxy-2-methylenealkanoate esters with HI-H3PO4 proceeds with exclusive rearrangement, whereas in some cases, chlorination with hexachloroacetone-triphenylphosphine affords both normal and rearranged products.Substituent and solvent effects on the regioselectivity of nucleophilic displacement in these halogeno derivatives are discussed.
Necic Acid Synthons. Part 2. Regioselectivity in the Reactions of (Z)-2-Bromomethyl-2-alkenoate Esters with Selected Carbon Nucleophiles
Ameer, Farouk,Drewes, Siegfried E.,Emslie, Neville D.,Kaye, Perry T.,Mann, R. Leigh
, p. 2293 - 2295 (2007/10/02)
The preparation of selected (Z)-2-bromomethyl-2-alkenoate esters and their subsequent reaction with acetoacetic ester-derived nucleophiles is described.Both the substrate structure and the solvent system have significant effects on the regioselectivity of these nucleophilic displacements.
