1956 年 76 巻 3 号 p. 287-291
Catalytic reduction of α-methyl (α-III) and α-allomethyl (α-allo-III) ketone compounds, each in aqueous solution, respectively yielded the lactone of α-hydroxyethyl compound (α-VI) and α-allohydroxyethyl compound (α-allo-V). The same results were obtained by the catalytic reduction of (α-allo-III) in acetic acid solution. Catalytic reduction of (α-allo-III) in dilute hydrochloric acid or lactonization of (α-allo-V) in conc. sulfuric acid gave the lactone (α-allo-VI) which immediately underwent fission of the ring by neutralization to form (α-allo-V), making it impossible to isolate the lactone. It was thereby found there were a marked differences in the ease or difficulty of lactonization and stability of the lactones formed in the reduction of (α-III) and (α-allo-III).