Sequential dialkylation of methoxypropadiene via the corresponding lithium derivatives gives 1,3-dialkylated methoxyallenes which undergo acid-catalysed ring closure to 1,7-dioxaspiro[5.5]undec-4-enes; by this route (6S*,9S*)-9-ethyl-1,7-dioxaspiro [5.5]undec-4-ene (15b) has been prepared which has previously been converted into talaromycins A and B.
R. Whitby and P. Kocieński, J. Chem. Soc., Chem. Commun., 1987, 906 DOI: 10.1039/C39870000906
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