Acids Direct 2-Styrylcyclobutanone into Two Distinctly Different Reaction Pathways
作者:Masahiro Murakami、Sho Kadowaki、Atsushi Fujimoto、Mitsuru Ishibashi、Takanori Matsuda
DOI:10.1021/ol0506922
日期:2005.5.1
Two structurally distinct carbocycles were selectively obtained by the reactions of 2-(o-styryl)cyclobutanones promoted by ytterbium salts. Treatment of the cyclobutanones with YbCl3 in 1,4-dioxane at 100 degrees C afforded 2-(2-chloroethyl)naphthalenes. On the other hand, the reaction with Yb(OTf)(3) in chlorobenzene at 130 degrees C gave 9,10-dihydrobenzocycloocten-7(8H)-ones.