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Updated: Aug 22, 2025

Preparation of Stable Bicyclic Aziridinium Ions and Their Ring-Opening for the Synthesis of Azaheterocycles
Published on: August 22, 2018
Annulated carbamates are precursors for the ring contraction of the adamantane framework
Radim Hrdina1, Oksana M Holovko-Kamoshenkova1,2, Ivana Císařová3
1Charles University, Faculty of Science, Department of Organic Chemistry Hlavova 8 12840 Praha Czech Republic hrdina@natur.cuni.cz.
Abstract:
We report a protocol for the one-pot two-step synthesis of noradamantane methylene amines. The first step is the triflic acid-promoted decarboxylation of adamantane carbamates, which causes rearrangement of the adamantane framework to form noradamantane iminium salts, which are reduced to amines in the second separate step.
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