Regio‐, Diastereo‐, and Enantioselective Decarboxylative Hydro‐aminoalkylation of Dienol Ethers Enabled by Dual Palladium/Pho‐toredox Catalysis
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
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Deutsche Nationalbibliothek Frankfurt am Main
- Extent
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Online-Ressource
- Language
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Englisch
- Bibliographic citation
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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
- DOI
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10.1002/anie.202200105
- URN
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urn:nbn:de:101:1-2022032605074895198290
- Rights
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Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
- Last update
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15.08.2025, 7:21 AM CEST
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Associated
- 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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