Intramolecular Nucleophilic Deselenenylation Reactions Promoted by Benzeneselenenyl Triflate. Stereospecific Synthesis of Vicinal Amino Alcohol Precursors

M Tingoli, L Testaferri, A Temperini…

文献索引：Tingoli, Marco; Testaferri, Lorenzo; Temperini, Andrea; Tiecco, Marcello Journal of Organic Chemistry, 1996 , vol. 61, # 20 p. 7085 - 7091

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被引用次数: 24

摘要

After activation with electrophilic selenenylating agents, the phenylseleno group of vicinal azido selenides, containing internal oxygen or nitrogen nucleophilic substituents, readily undergoes intramolecular nucleophilic displacement to afford azido-substituted heterocyclic compounds. This intramolecular substitution occurs with inversion of configuration at the carbon atom bearing the selenium atom. Starting from acetamido selenides and ...