La configuration du «carquéjol» (Isopropényl-2-méthylène-3-cyclohexène-4-ol) et la conformation privilégiée de l' ortho-néo-isomenthol
作者:Alan F. Thomas
DOI:10.1002/hlca.19670500320
日期:1967.4.20
The complete stereochemistry of carquejol (= cis-(2S)-isopropenyl-3-methylene-cyclohex-4-en-1-ol) is described. The absolute configuration was obtained from the circular dichroism of the corresponding 0-menthones. Carquejol and its reduction products, having the all-cis configuration, appear from NMR. measurements to prefer a conformation having the hydroxyl (or acetoxyl) group axial and the isopropenyl
描述了羧甲基萘酚的完全立体化学(=顺式-(2 S)-异丙烯基-3-亚甲基-环己基-4-烯-1-醇)。绝对构型是由相应的0-薄荷酮的圆二色性获得的。NMR显示具有顺式构型的Carquejol及其还原产物。即使优选将外亚甲基还原为甲基,也优选具有轴向具有羟基(或乙酰氧基)和异丙烯基(或异丙基)基团的构型的测量方法。简要描述了化合物的质谱。