A new synthesis of 1, 7-dioxaspiro [5.5] undec-4-enes via metallated allenol ethers. A formal synthesis of talaromycins A and B

R Whitby, P Kocieński

Index: Whitby Richard; Kocienski, Philip Journal of the Chemical Society, Chemical Communications, 1987 ,  # 12  p. 906 - 907

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Abstract

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.