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

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

Journal Name: Letters in Organic Chemistry

Volume 8 , Issue 3 , 2011

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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.

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

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Article Details

VOLUME: 8
ISSUE: 3
Year: 2011
Page: [155 - 162]
Pages: 8
DOI: 10.2174/157017811795038340
Price: $58

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