Concise Synthesis of Bicyclic Aminals by Way of Catalytic Intramolecular C-H Amination and Evaluation of Their Reactivity as Iminium Precursors

Title: Concise Synthesis of Bicyclic Aminals by Way of Catalytic Intramolecular C-H Amination and Evaluation of Their Reactivity as Iminium Precursors

Volume: 8 Issue: 3

Author(s): David Rodriguez-Lucena, Marie S.T. Morin and Philippe Compain

Affiliation:

Keywords: C-H amination, aminal, iminium, azacycloalkane, nucleophilic addition, regioselectivity, sulfamate, heterocycles, multifunctionalization, diastereoselectivity

Abstract: The concise synthesis of fused bicyclic aminals by way of intramolecular rhodium-catalyzed C-H amination is reported as well as the evaluation of their reactivity as iminium precursors. In contrast to the well-studied N,O-acetal systems, the aminals synthesized were found to be particularly stable under reaction conditions used for nucleophilic addition.

Cite this article as:

Rodriguez-Lucena David, S.T. Morin Marie and Compain Philippe, Concise Synthesis of Bicyclic Aminals by Way of Catalytic Intramolecular C-H Amination and Evaluation of Their Reactivity as Iminium Precursors, Letters in Organic Chemistry 2011; 8 (3) . https://dx.doi.org/10.2174/157017811795038340