114827-70-2Relevant academic research and scientific papers
A Novel Synthesis of Methylenecyclopropane Spiro-Linked with Cycloalkanes via a Cyclization of Allylic Epoxides and Its Application to a Synthesis of Fused 3-Methylfurans
Satoh, Tsuyoshi,Kawase, Yasushi,Yamakawa, Koji
, p. 1129 - 1135 (2007/10/02)
Ring closure of allylic epoxides derived from 1-chloroalkyl phenyl sulfoxides and cyclic ketones with lithium diisopropylamide (LDA) in 3-Exo-Tet mode gave spiro-linked methylenecyclopropanes having a hydroxyl group in good yields.Oxidation of these compounds gave ketones, which were then treated with p-toluenesulfonic acid in 1,4-dioxane or DMSO at 100 deg C to give fused 3-methylfurans in good overall yields.This procedure was applied to a synthesis of menthofuran from 4-methylcyclohexanone.
A Novel Method of Annulation through α,β-Epoxy Sulfoxides with the Aid of Intramolecular Radical Cyclization
Satoh, Tsuyoshi,Itoh, Masayuki,Yamakawa, Koji
, p. 1949 - 1950 (2007/10/02)
A novel method of annulation was realized from ketones through α,β-epoxy sulfoxides with the aid of endo-type intramolecular radical cyclization.In these reactions 1-chloroalkyl phenyl sulfoxides having phenylseleno group on an end of the alkyl group acted as synthons of the annulation.
