PINDY: A novel, pinene-derived bipyridine ligand and its application in asymmetric, copper(I)-catalyzed allylic oxidation

被引:106
作者
Malkov, AV
Bella, M
Langer, V
Kocovsky, P [1 ]
机构
[1] Univ Glasgow, Dept Chem, Glasgow G12 8QQ, Lanark, Scotland
[2] Chalmers Univ Technol, Dept Inorgan Environm Chem, S-41296 Gothenburg, Sweden
关键词
D O I
10.1021/ol006111k
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] The title bipyridine ligand (+)-6(PINDY), prepared in five steps from (-)-beta-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, similar to 30 min, 49-75% ee).
引用
收藏
页码:3047 / 3049
页数:3
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