Castelamarin (Bosman) の構造について

抄録

By methylation of (2, 3-cis- and -trans-dihydroxycyclohexyl) -acetic acid lactone (V and VI) with methyl iodide in the presence of silver oxide yielded (cis- and trans-2-hydroxy-3-methoxycyclohexyl)-acetic acid lactone (VII and VIII), a liquid substance which failed to give the coloration shown by natural castelamarin, making it doubtful the Bosman's theory that castelamarin is a (2-hydroxy-3-methoxycyclohexyl)-acetic acid lactone. The application of methyl iodide and silver oxide to (2, 3-cis-and-trans-dihydroxycyclohexyl)-malonic acid lactone (XI and XII) results in the methylation of the hydrogen at C₇ instead of the hydroxyl at C₃. An isomeric racemate of (cis- and -trans-2-hydroxy-3-methoxycyclohexyl)-methylmalonic acid lactone (XVII and XVIII) due to the asymmetric carbon at C₁₁ is present.