Konfigurative Zuordnung über sterisch definierte Epoxidringe. X. Glycidonitrile. III. Synthese von 4α‐Aryl‐2‐methyl‐1α‐oxaspiro(2,5)octan‐2‐nitrilen

Abstract

Determination of Configurations by the Aid of Sterically Corresponding Epoxides. X. Glycidic Nitriles. III Synthesis of 4α‐Aryl‐2‐methyl‐1α‐oxaspiro(2.5)octane‐2‐nitriles The condensation of 2‐aryl‐cyclohexanones 1a‐‐d with α‐chloropropionitrile at 80° in presence of NaH and in dimethoxyethane yields the corresponding glycidic nitriles. The configuration and the conformation of the C‐2‐isomeric 4α‐aryl‐2‐methyl‐1α‐oxaspiro[2.5]octane‐2‐nitriles 3b‐‐e have been analysed. The ratio of the resulting C‐2‐isomeric glycidic nitriles has been determined.