Fragmentierungsreaktionen an carbonylverbindungen mit β-ständigen elektronegativen substituenten—XVII: p-toluolsulfonsäureester von 2, 6, 6-tris-hydroxymethyl-2- …
F Nerdel, D Frank, W Metasch, K Gerner, H Marschall
文献索引:Nerdel,F. et al. Tetrahedron, 1970 , vol. 26, p. 1589 - 1617
Treatment of 2, 2, 6, 6-tetiakis-(p-toluenesulfonyloxymethyl) cyclohexanone (1) with aqueous alcoholic sodium hydroxide yields 1-alkoxymethyl-3-methylenecyclohexane-1-carboxylic acids 3a–8a and 2-[2-alkoxymethyl-cyclopent-1-en-1-yl] propionic acids 9a–14a as major products; 1-hydroxymethyl-3-methylencyclohexane-1-carboxylic acid (2a) is formed predominantly with t-butyl alcohol, while with dioxan 2a is the only product. Hydrogenation ...