Thiol esters in organic synthesis XVII. S,S'-diethyl dithiomalonate as masked ethanol carbanion and 1,3-diol equivalent in the Knoevenagel condensation

Article abstract of DOI:10.1080/00397919108019815

S,S'-Diethyl dithiomalonate (1) has been shown to be a useful reagent in the Knoevenagel condensation with aldehydes, using DABCO as the base. The resultant products can be reduced either to 1,3-diols by use of sodium borohydride or to ethanol derivatives using Raney Nickel.

Full text of DOI:10.1080/00397919108019815

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Thiol Esters in Organic
Synthesis XVII.1 S,S′-Diethyl
Dithiomalonate as Masked
Ethanol Carbanion and 1,3-Diol
Equivalent in the Knoevenagel
Condensation
Patricia A. Rose a b & Hsing-Jang Liu a
a Department of Chemistry , University of Alberta ,
Edmonton, Alberta, Canada , T6G 2G2
b Plant Biotechnology Institute, National Research
Council of Canada , 110 Gymnasium Place,
Saskatoon, Sask., Canada , S7N OW9
Published online: 23 Sep 2006.
To cite this article: Patricia A. Rose & Hsing-Jang Liu (1991) Thiol Esters in Organic
Synthesis XVII.1 S,S′-Diethyl Dithiomalonate as Masked Ethanol Carbanion and 1,3-
Diol Equivalent in the Knoevenagel Condensation, Synthetic Communications: An
International Journal for Rapid Communication of Synthetic Organic Chemistry, 21:20,
2089-2095, DOI: 10.1080/00397919108019815
To link to this article: http://dx.doi.org/10.1080/00397919108019815
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