Diels–Alder reactions. Part III. Condensation of methyl trans-β-formylcrotonate with retinol acetate, with a note on the structure and stereochemistry of kitol
Abstract
The structure of kitol (5), a natural retinol dimer, has been determined. Kitol was converted into a perhydro-cis-γ-lactone (20), suggesting cis-orientation of its two hydroxymethyl groups. Three model compounds were obtained by the Diels–Alder reaction of retinol acetate with methyl trans-β-formylcrotonate (9).
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