The Friedel‐Crafts reactions of optically active phenyloxirane with toluene and anisole were examined for stereospecificity. The enantiomeric ratios of the diarylethanol products were determined and compared to those of the same products obtained from the reaction of p‐tolyl and p‐methoxyphenyl Grignard reagents with optically active phenyloxirane. The p‐tolyl Grignard and Friedel‐Crafts products gave similar enantiomeric ratios (approximately 64:36 and 60:40, respectively). However, in the p‐methoxyphenyl products from the Grignard and Friedel‐Crafts reactions, different enantiomers predominated (ratios of 33:67 and 62:38, respectively).

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Aus dem optisch aktiven Oxiran (I) erhält man bei der Kondensation mit Toluol oder Anisol (II) unter FriedeI‐Crafts‐Bedingungen isomere Alkohole (III), die auch aus (I) mit Grignardreagenz (IV) hergestellt werden.