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PINDY: A Novel, Pinene-Derived Bipyridine Ligand and Its Application in Asymmetric, Copper(I)-Catalyzed Allylic Oxidation†
journal contribution
posted on 2000-08-31, 00:00 authored by Andrei V. Malkov, Marco Bella, Vratislav Langer, Pavel KočovskýThe title bipyridine ligand (+)-6(PINDY), prepared in five steps from (−)-β-pinene, forms a stable complex with CuCl2 (8) that has been characterized
by X-ray crystallography to reveal an unusual geometry at Cu. Triflate 9 proved to catalyze asymmetric allylic oxidation (10 → 11; rt, ∼30 min,
49−75% ee).