Synthesis of 1,3-dioxin-4-ones and their use in synthesis. XX. (6S, 7S, 10R)- and (6R, 7S, 10R)-7-isopropyl-10-metyyl-4-oxo-1,5-dioxaspiro(5.5)undec-2-enes; Synthesis and their use in enantiomerically pure corey lactone analogue synthesis.

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Abstract
Two chiral spirocyclic dioxinones (S-5 and R-5) useful in teh so-called de Mayo reaction as alternatives to β-diketones (enones) have been synthesized; they not only act as formylacetates (inactive by themselves as enones) but also display remarkable diastereofacial selectivities in photoaddition to alkenes. The sythesis of these dioxinones is described, together with a practicl one-pot synthesis of enantiomerically pure (1S, 4R)-(+)-6-formyl-2-oxabicyclo[3.3.0]oct-6-en-3-one, the key intermediated of prostaglandin synthesis, from the (6S)-spirocyclic dioxinone (S-5).

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