Allyl Grignard reagent complexed with cerium trichloride added to chiral (E)-alkoxymethyl oxime ether, derived from (S)-2-methoxy-1-phenylethanol, to give the corresponding (S)- amine stereoselectively, while the imino addition of allyllithium occurred with a preference for the opposite (R)-isomer. The configuration of the starting oxime ethers was found to greatly influence the diastereofacial discrimination.
