通过1,5-氢转移实现哌啶的直接α,β-C-H双官能团化以构建,-缩醛骨架
Direct α,β-C-H Difunctionalization of Piperidines for the Construction of the ,-Acetal Skeleton via 1,5-Hydride Transfer.
作者信息
Zhang Yi, Kuang Jinqiang, Ma Yongmin, Wang Lei, Fang Weiwei
机构信息
Jiangsu Co-Innovation Center of Efficient Processing and Utilization of Forest Resources, International Innovation Center for Forest Chemicals and Materials, College of Chemical Engineering, Nanjing Forestry University, Nanjing 210037, P. R. China.
Institute of Advanced Studies and School of Pharmaceutical Sciences, Taizhou University, Jiaojiang 318000, P. R. China.
出版信息
J Org Chem. 2024 Sep 20;89(18):13373-13385. doi: 10.1021/acs.joc.4c01539. Epub 2024 Sep 5.
Herein, we describe an unprecedented Lewis acid-catalyzed annulation of phenols with -aminobenzaldehydes via a cascade coupling/1,5-hydride transfer/cyclization sequence. The α- and β-positions of cyclic amines were functionalized utilizing enamines generated . A series of complex ,-acetal derivatives are synthesized in moderate to good yields in one step. The methodology features high atom and step economy, excellent diastereoselectivity, and water as the sole byproduct.
在此，我们描述了一种前所未有的路易斯酸催化的酚与α-氨基苯甲醛通过串联偶联/1,5-氢转移/环化序列进行的环化反应。利用生成的烯胺对环状胺的α位和β位进行官能团化。一步法以中等至良好的产率合成了一系列复杂的α,β-缩醛衍生物。该方法具有高原子经济性和步骤经济性、优异的非对映选择性，且唯一的副产物是水。
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