Multisubstituted piperidines are prevalent units in pharmaceuticals. Herein, a photodriven anti-Markovnikov hydroaminative cyclization of a (Z)/(E)-isomeric mixture of trisubstituted alkenes using the lactate-derived C₂-symmetric arylthiol catalyst was developed for the synthesis of cis-2,3-disubstituted piperidines and azepane in high diastereoselectivity and good yields. The origin of diastereoselectivity and the observed different hydroamination rate of alkene with different configurations were elucidated by the experimental and computational investigation.

中文翻译：

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分子内抗 Markovnikov 烯烃氢酰胺环化为顺式-2,3-二取代的哌啶


多取代哌啶是药物中普遍存在的单位。在此，使用乳酸盐衍生的 C₂-对称芳基硫醇催化剂开发了一种光驱动的三取代烯烃的 （Z）/（E）-异构体混合物的光驱动抗马尔科夫尼科夫氢胺环化，用于以高非对映选择性和良好的产率合成顺式-2,3-二取代哌啶和氮卓烷。通过实验和计算研究阐明了非对映选择性的来源和观察到的不同构型烯烃的不同氢胺化速率。