Synthesis of Optically Active α,β-Unsaturated Triazolyl Alcohols via Chiral Auxiliary-Modified NaBH₄ Reduction of the Corresponding Ketones

Abstract

α-Disubstituted pyrrolidine-2-methanols were synthesized starting from l-proline and their application as chiral auxiliary in the asymmetric NaBH₄ reduction of α,β-unsaturated triazolyl ketones was investigated. The corresponding α,β-unsaturated triazolyl alcohol derivatives (Uniconazole and Diniconazole) were obtained in good chemical yields with high ee values (up to 93%).

Key words

triazoles - l-proline - asymmetric reduction

References

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