Regio‐, diastereo‐, and enantioselective decarboxylative hydroaminoalkylation of dienol ethers enabled by dual palladium/photoredox 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
- Standort
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Deutsche Nationalbibliothek Frankfurt am Main
- Umfang
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Online-Ressource
- Sprache
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Englisch
- Anmerkungen
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Angewandte Chemie. International Edition. - 61, 20 (2022) , e202200105, ISSN: 1521-3773
- Ereignis
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Veröffentlichung
- (wo)
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Freiburg
- (wer)
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Universität
- (wann)
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2022
- Urheber
- DOI
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10.1002/anie.202200105
- URN
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urn:nbn:de:bsz:25-freidok-2266705
- Rechteinformation
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Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
- Letzte Aktualisierung
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25.03.2025, 13:46 MEZ
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Beteiligte
- Zheng, Jun
- Tang, Nana
- Xie, Hui
- Breit, Bernhard
- Universität
Entstanden
- 2022
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