Abstract
Isopropenyl-5-membered-ring acetal or lactone are potential precursors of (±)-botryodiplodin ( 1). Several pathways, involving 5- exo-trig ring closure onto allylic sulfones, have been investigated. The iodine atom transfer methodology allowed the preparation of the desired skeleton through intramolecular addition of an α-alkoxycarbonyl radical to the double bond of the appropriate allylic ethyl sulfone. Subsequent deprotonation and kinetic reprotonation led to the key precursor 14 with a high stereoselectivity. [Display omitted]
Published Version
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