Regio‐, Diastereo‐, and Enantioselective Decarboxylative Hydro‐aminoalkylation of Dienol Ethers Enabled by Dual Palladium/Pho‐toredox Catalysis

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Abstract: Intermolecular photocatalytic hydroaminoalkylation (HAA) of alkenes have emerged as a powerful method for the construction of alkyl amines. Although there are some studies aiming at stereoselective photocatalytic HAA reactions, the alkenes are limited to electrophilic alkenes. Herein, we report a highly regio‐, diastereo‐, and enantioselective HAA of electron‐rich dienol ethers and α‐amino radicals derived from α‐amino acids using a unified photoredox and palladium catalytic system. This decarboxylative 1,2‐Markovnikov addition enables the construction of vicinal amino tertiary ethers with high levels of regio‐ (up to >19: 1 rr), diastereo‐ (up to >19: 1 dr), and enantioselectivity control (up to >99 % ee). Mechanistic studies support a reversible hydropalladation as a key step.

Location: Deutsche Nationalbibliothek Frankfurt am Main

Extent: Online-Ressource

Language: Englisch

Bibliographic citation: Regio‐, Diastereo‐, and Enantioselective Decarboxylative Hydro‐aminoalkylation of Dienol Ethers Enabled by Dual Palladium/Pho‐toredox Catalysis ; day:16 ; month:03 ; year:2022 ; extent:1
Angewandte Chemie / International edition. International edition ; (16.03.2022) (gesamt 1)

Creator: Zheng, Jun
Tang, Nana
Xie, Hui
Breit, Bernhard

DOI: 10.1002/anie.202200105

URN: urn:nbn:de:101:1-2022032605074895198290

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

Last update: 15.08.2025, 7:21 AM CEST

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Zheng, Jun
Tang, Nana
Xie, Hui
Breit, Bernhard

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Regio‐, Diastereo‐, and Enantioselective Decarboxylative Hydro‐aminoalkylation of Dienol Ethers Enabled by Dual Palladium/Pho‐toredox Catalysis

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Regio‐, Diastereo‐, and Enantioselective Decarboxylative Hydro‐aminoalkylation of Dienol Ethers Enabled by Dual Palladium/Pho‐toredox Catalysis

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Regio‐, Diastereo‐, and Enantioselective Decarboxylative Hydro‐aminoalkylation of Dienol Ethers Enabled by Dual Palladium/Pho‐toredox Catalysis

Regio‐, diastereo‐, and enantioselective decarboxylative hydroaminoalkylation of dienol ethers enabled by dual palladium/photoredox catalysis

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Regio‐, Diastereo‐, and Enantioselective Decarboxylative Hydro‐aminoalkylation of Dienol Ethers Enabled by Dual Palladium/Pho‐toredox Catalysis

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Other Objects (12)

Regio‐, Diastereo‐, and Enantioselective Decarboxylative Hydro‐aminoalkylation of Dienol Ethers Enabled by Dual Palladium/Pho‐toredox Catalysis

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