3709-38-4Relevant academic research and scientific papers
Facile synthesis of α-substituted acrylate esters
Hin, Bunda,Majer, Pavel,Tsukamoto, Takashi
, p. 7365 - 7368 (2007/10/03)
Treatment of 5-monosubstituted Meldrum's acids with dimethylmethyleneimmonium iodide (Eschenmoser's iodide salt) in methanol gives α-substituted acrylate methyl esters in good yields. Easy access to 5-monosubstituted Meldrum's acids allowed us to synthesize a wide variety of α-substituted acrylate methyl esters. The reaction conditions are mild and tolerate many functional groups commonly used in organic synthesis; thus, this new method has potential as an alternative to conventional preparative methods for α-substituted acrylate esters.
THE REDUCTIVE ALKYLATION OF MELDRUM'S ACID
Hrubowchak, David M.,Smith, Francis X.
, p. 4951 - 4954 (2007/10/02)
Meldrum's acid can be reductively alkylated with borane*dimethylamine complex and aldehydes or ketones; borane*trimethylamine was used with cyclohexanone.
Reduction of Isopropylidene Acylmalonates, 5-Acylbarbituric Acids, and 3-Acyl-4-hydroxycoumarins to the Corresponding Alkyl Derivatives by Sodium Cyanoborohydride-Acetic Acid
Nutaitis, Charles F.,Schultz, Rose Ann,Obaza, Judy,Smith, Francis X.
, p. 4606 - 4608 (2007/10/02)
Isopropylidene acylmalonates, 5-acylbarbituric acids, and 3-acyl-4-hydroxycoumarins are readily reduced to the corresponding alkyl derivatives by sodium cyanoborohydride-acetic acid.The cyclic substrates are readily prepared by the acylation of isopropylidene malonate, barbituric acid (or its N,N'-dimethyl derivative), and 4-hydroxycoumarin, according to procedures developed by other workers.The reductions take place upon addition of a 2 mol equiv of sodium cyanoborohydride to a mixture of the acyl compound and acetic acid.This reductive transformation completes a synthetic method for the preparation of the alkyl derivatives starting from the parent compound.
