Photosantoninic Acidの構造研究 (第4報)
1963 年 83 巻 9 号 p. 825-832
詳細
1963 年 83 巻 9 号 p. 825-832
To confirm the carbon skeleton of photosantoninic acid, to which the structure (I) was suggested in the previous paper, selenium dehydrogenation was carried out on a reduction product of the ketonos of I, but this reaction failed to give any aromatic compounds, probably owing to an undesirable pyrolytic cleavage of the cyclopropanes for aromatization. Therefore, dihydrolumisantonin (II), having a moiety of the structure (I), was chosen as a model compound and methods for the conversion of its bicyclo[3. 1. 0]hexan-2-one ring into a cyclohexanone were studied. It was found that prolonged boiling of the 1.5N aqueous potassium hydroxide solution of II produced a hydration product (IXa). The structure and the stereochemistry of IXa were discussed.
