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The chiral Ni II complex of Schiff base of (S)-2-N-(N-benzylprolyl)aminobenzophenone and 5- amino-4,5-dihydro-3-(2,4,6-trimethylphenyl)isoxazol-5-carboxylic acid (6) was prepared via the cycloaddition of chiral complex of Ni 5 with mesitonitrile oxide 1. The cycloaddition proceeded with complete regioselectivity to provide 5-substituted isoxazolines 6 and 7. The approach of the dipole takes place predominantly from the less sterically hindered side of dipolarophile 5, the diastereoisomers were formed in 96:4 ratio. The detailed structure of 6 was established by X-ray analysis.

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The synthesis of chiral NiII complex of Schiff base of (S)-2-N-(N-benzylprolyl)aminobenzophenone and 5-amino-4,5-dihydro-3-(2,4,6-trimethylphenyl)isoxazol-5-carboxylic acid