三氯化铁催化的取代哌啶和四氢吡喃的高非对映选择性合成。
FeCl(3)-Catalyzed highly diastereoselective synthesis of substituted piperidines and tetrahydropyrans.
机构信息
ESPCI ParisTech, Laboratoire de Chimie Organique, UMR CNRS 7084, 10, Rue Vauquelin, 75231 Paris Cedex 05, France.
出版信息
Org Lett. 2010 Apr 16;12(8):1808-11. doi: 10.1021/ol100422d.
PMID:20337417
Abstract
The eco-friendly and highly diastereoselective synthesis of substituted cis-2,6-piperidines and cis-2,6-tetrahydropyrans is described. The key step of this method is the iron-catalyzed thermodynamic equilibration of 2-alkenyl 6-substituted piperidines and 2-alkenyl 6-substituted tetrahydropyrans allowing the isolation of enriched mixtures of the most stable cis-isomers.
摘要
本文描述了一种对映选择性合成取代的顺式-2,6-哌啶和顺式-2,6-四氢吡喃的绿色方法。该方法的关键步骤是铁催化的 2-烯基 6-取代哌啶和 2-烯基 6-取代四氢吡喃的热力学平衡，从而可以分离出最稳定的顺式异构体的富集混合物。
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