Abstract

Abstract Eight new bi- o -tolyl bisoxazolines were made and used as ligands in the copper catalyzed asymmetric allylic oxidation reaction. Three benzoyl tert -butyl peresters, p -nitro, o -iodo, and 2,4,6-trichloro were made and used with cyclohexene and cyclopentene with the ligands complexed to copper(I) hexafluorophosphate (10 mol%). High selectivities (73% ee, 78% yield) were obtained with the nitroperester and 1a ( S , S , S R=Ph) and cyclohexene. For the cyclopentene, 1c (R=Bn) was best at 72% ee, 63% yield.

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