Journal
TETRAHEDRON LETTERS
Volume 92, Issue -, Pages -Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2022.153656
Keywords
δ -Ketoester; β -Ketoester; Carbon insertion; Tandem reaction
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Funding
- National Natural Science Foun-dation of China [21871033, 21922102]
- Fundamental Research Funds for the Central Universities [2020CQJQY-Z002]
- Open Project of Key Laboratory of Prevention and Treat-ment of Cardiovascular and Cerebrovascular Diseases, Ministry of Education [XN202008]
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A formal two-carbon insertion reaction into β-ketoesters with vinylmetal has been developed for the rapid synthesis of α'-ketoesters. This method features high efficiency, simple operation, and mild conditions without the usage of bases or catalysts.
A formal two-carbon insertion into b-ketoesters with vinylmetal has been developed for the rapid syn-thesis of d-ketoesters. This method features high efficiency, simple operation, and mild conditions with-out the usage of bases and catalysts. The reaction is postulated to proceed via a tandem process involving nucleophilic addition of vinylmetal to ketone, retro-aldol reaction to give an enolate anion and an enone, and finally Michael addition of these two intermediates. (c) 2022 Elsevier Ltd. All rights reserved.
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