Tetrahedron Letters p. 6453 - 6456 (1997)
Update date:2022-08-03
Topics:
Greeves, Nicholas
Lee, Wai-Man
Barkley, Jim V.
Di- and trisubstituted δ-lactones have been prepared by stereoselective iodolactonisation and phenylselenolactonisation of δ,ε-unsaturated carboxylic acids. The acyclic stereochemistry of the acids arises from highly stereoselective tandem [2,3]-Wittig-anionic oxy-Cope rearrangement of cinnamyl ethers with potassium hydride and 18-crown-6 in THF to give δ,ε-unsaturated aldehydes.
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