The total synthesis of a ten-membered lactone, diplodialide-A (1)[(E)-3-oxodec-4-en-9-olide], is described, involving the lactonization of the seco-acid derivative (22a) and the γ-selenenylation of the dianion of the β-keto lactone (24), followed by selenoxide elimination.
T. Ishida and K. Wada, J. Chem. Soc., Perkin Trans. 1, 1979, 323 DOI: 10.1039/P19790000323
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