Lookup NU author(s): Dr Julian Knight,
Dr Simon Harwood
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Synthesis of δ-lactones from 2-alkynyl epoxides and 4-alkynyl-1,3-dioxolan-2-ones by palladium catalysed carbonylation and conjugate nucleophilic addition was investigated. The stereocontrolled conjugate addition of nucleophiles to the electron deficient 2,3-double bond of allenes gave γ,δ-unsaturated δ-lactones in the case of lithium dimethylcuprate. It was found that the palladium catalysed carbonylation of alkynyldioxolanones and alkynyl epoxides proceeded in good yields under very mild conditions.
Author(s): Knight JG, Ainge SW, Baxter CA, Eastman TP, Harwood SJ
Publication type: Article
Publication status: Published
Journal: Journal of the Chemical Society, Perkin Transactions 1
ISSN (print): 1470-4358
ISSN (electronic): 1364-5463
Publisher: Royal Society of Chemistry
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