PINDY: A novel, pinene-derived bipyridine ligand and its application in asymmetric, Copper(I)-catalyzed allylic oxidation
The title bipyridine ligand (+)-6(PINDY), prepared in five steps from (-)-beta-pinene, forms a stable complex with CuCl(2) (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, approximately 30 min, 49-75% ee).
Malkov
AV
Department of Chemistry, University of Glasgow, Glasgow G12 8QQ, U.K. , and Department of Inorganic Environmental Chemistry, Chalmers University of Technology, 41296 Goteborg, Sweden.
Bella
M
Langer
V
Kocovsky
P