Journal
TETRAHEDRON LETTERS
Volume 60, Issue 2, Pages 197-200Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2018.12.013
Keywords
Acyl/aroyl Meldrum's acid; Doebner-Knoevenagel condensation; Enol surrogate; Organocatalysis; alpha,beta-Unsaturated carbonyl compounds
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Funding
- DST-SERB, Govt. of India [EMR/2015/000909]
- CSIR, New Delhi
- UGC, New Delhi
- USER Pune
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The operationally simple, robust and straightforward organocatalytic protocol is developed for the synthesis of E-selective alpha,beta-unsaturated ketones. The method utilizes simple and easily accessible starting materials such as Meldrum's acid, carboxylic acid, aldehyde and simple bifunctional amine catalyst. The tandem organocatalytic process utilizes acyl/aroyl Meldrum's acid as an enol surrogate for the effective Doebner-Knoevenagel type condensation reactions. A wide variety of aldehydes, carboxylic acids and base sensitive functional groups are well tolerated under the mild reaction conditions. (C) 2018 Elsevier Ltd. All rights reserved.
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