Larivée Alexandre, Charette André B
Département de Chimie, Université de Montréal, P.O. Box 6128, Station Downtown, Montréal, Québec, Canada H3C 3J7.
Org Lett. 2006 Aug 31;8(18):3955-7. doi: 10.1021/ol061415d.
1,2,3,4-Tetrahydropyridines were halogenated upon treatment with iodine to obtain the desired cross-coupling precursors. Diastereoselective hydrogenation of Suzuki cross-coupling adducts allowed the facile asymmetric synthesis of 2,5-cis-substituted piperidines in five steps from readily available pyridine.
1,2,3,4-四氢吡啶经碘处理后进行卤化,以获得所需的交叉偶联前体。铃木交叉偶联加合物的非对映选择性氢化使得从易得的吡啶出发,通过五步反应可轻松实现2,5-顺式取代哌啶的不对称合成。