The Construction of Highly Substituted Piperidines via Dearomative Functionalization Reaction

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Abstract: Nitrogen heterocycles play a vital role in pharmaceuticals and natural products, with the six‐membered aromatic and aliphatic architectures being commonly used. While synthetic methods for aromatic N‐heterocycles are well‐established, the synthesis of their aliphatic functionalized analogues, particularly piperidine derivatives, poses a significant challenge. In that regard, we propose a stepwise dearomative functionalization reaction for the construction of highly decorated piperidine derivatives with diverse functional handles. We also discuss challenges related to site‐selectivity, regio‐ and diastereoselectivity, and provide insights into the reaction mechanism through mechanistic studies and density functional theory computations.

Location: Deutsche Nationalbibliothek Frankfurt am Main

Extent: Online-Ressource

Language: Englisch

Bibliographic citation: The Construction of Highly Substituted Piperidines via Dearomative Functionalization Reaction ; day:06 ; month:11 ; year:2023 ; extent:11
Angewandte Chemie / International edition. International edition ; (06.11.2023) (gesamt 11)

Creator: Hu, Miao
Ding, Hao
DeSnoo, William
Tantillo, Dean J.
Nairoukh, Zackaria

DOI: 10.1002/anie.202315108

URN: urn:nbn:de:101:1-2023110714073138624207

Rights: Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.

Last update: 14.08.2025, 10:56 AM CEST

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Hu, Miao
Ding, Hao
DeSnoo, William
Tantillo, Dean J.
Nairoukh, Zackaria

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