52839-57-3Relevant academic research and scientific papers
Determination of Configurations by the Aid of Sterically Corresponding Epoxides. VIII. Glycidic Nitriles. I. Synthesis of 4-Aryl-1-oxaspiro(2,5)octane-2-nitriles and 4-Aryl-1-oxaspiro(2,5)octane-2-carboxylic Acid Methyl Esters
Fischer, F.,Palitzsch, P.
, p. 561 - 573 (2007/10/02)
The condensation of 2-aryl-cyclohexan-1-ones (1-5) with ClCH2CN or ClCH2CO2CH3 at 80 deg C in the presence of NaH and in dimethoxyethane yields the corresponding glycidic nitriles and the glycidic esters, respectively.The conformation and the preferred configuration of the two isomeric 1-oxaspiro-octane derivatives (12A and 12B) formed have been determined by 1H-n.m.r. spectroscopy.Some earlier results from BOEKELHEIDE and SCHILLING and from SCHWARTZMAN and WOODS have been corrected.
