Departamento de Química Orgánica, Universidad de Valencia, 46100-Burjassot, Valencia, Spain.
Chemistry. 2010 Aug 23;16(32):9835-45. doi: 10.1002/chem.201000615.
N-Sulfinyl amines have been successfully employed as nitrogen nucleophiles for the asymmetric intramolecular aza-Michael reaction. The synthetic strategy involves a cross-metathesis reaction followed by the Michael-type cyclization, either in a base-catalyzed two-step procedure or in a tandem fashion. The developed methodology allows access to chiral substituted pyrrolidines and piperidines bearing one or two stereocenters and it has been applied to the synthesis of the piperidine alkaloid (-)-pinidinol.
N-亚磺酰基胺已成功用作氮亲核试剂，用于不对称分子内氮杂迈克尔加成反应。该合成策略涉及交叉复分解反应，随后是迈克尔型环化反应，无论是在碱催化的两步法还是串联法中。所开发的方法允许获得手性取代的吡咯烷和哌啶，其具有一个或两个手性中心，并且已应用于哌啶生物碱(-)-pinidinol 的合成。
