T. Kito, K. Yoshinaga, Makoto Yamaye
May 1, 1991
Citations
0
Influential Citations
12
Citations
Journal
Journal of Organic Chemistry
Abstract
Alkylation of potassium 2-naphthyl oxide with glyoxal in aqueous media formed 1,2-dihydronaphtho [2,1-b] furan-1,2-diol (1). Without isolation of 1, acidification of this reaction mixture with aqueous HCl led to three products, i.e., the lactone of (2-hydroxy-1-naphthyl) acetic acid (2), the hemiacetal of bis(2-hydroxy-1-naphthyl) acetaldehyde (3), and the corresponding acetal (4). Mutual interconversions of 1 and these three products revealed the reaction pathway and the mechanisms of formation of the lactone and the acetal