A synthesis of (+)-milbemycin β, is reported in which key steps are the construction of the 1,7-dioxaspiro[5.5]undecane (15) by a Lewis acid-catalysed intramolecular directed aldol reaction and the use of sulphone-based olefination reactions for the construction of the double bonds at C(10)–C(11) and C(14)–C(15).
S. D. A. Street, C. Yeates, P. Kocienski and S. F. Campbell, J. Chem. Soc., Chem. Commun., 1985, 1386 DOI: 10.1039/C39850001386
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