Dynamic Kinetic Resolution Allows Control of Remote Stereochemistry in Asymmetric Hydrogen Borrowing Alkylation
Abstract: A catalytic asymmetric method for the synthesis of γ‐substituted ketones via hydrogen borrowing alkylation of both racemic linear precursors and 1,5‐diols is described. The base mediated racemization of an intermediate cyclohexenone to facilitates a dynamic kinetic resolution, affording highly enantioenriched cyclohexanes in excellent yields, which could be further functionalized by removal of the Ph* group. DFT modelling revealed the mode of enantioinduction to be a stepwise process comprising of a hydride transfer and a coordination change to a π‐allylic enolate complex with the iridium catalyst.
- Standort
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Deutsche Nationalbibliothek Frankfurt am Main
- Umfang
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Online-Ressource
- Sprache
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Englisch
- Erschienen in
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Dynamic Kinetic Resolution Allows Control of Remote Stereochemistry in Asymmetric Hydrogen Borrowing Alkylation ; day:27 ; month:02 ; year:2025 ; extent:7
Angewandte Chemie / International edition. International edition ; (27.02.2025) (gesamt 7)
- Urheber
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Cheang, Daniella M. J.
Crompton, Jessica L.
Amer, Mostafa M.
Battiti, Francisco
Skjelstad, Bastian Bjerkem
Christensen, Kirsten E.
Barton, Peter
Duarte, Fernanda
Donohoe, Timothy J.
- DOI
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10.1002/anie.202424959
- URN
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urn:nbn:de:101:1-2502271433138.529118465054
- Rechteinformation
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Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
- Letzte Aktualisierung
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15.08.2025, 07:29 MESZ
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Beteiligte
- Cheang, Daniella M. J.
- Crompton, Jessica L.
- Amer, Mostafa M.
- Battiti, Francisco
- Skjelstad, Bastian Bjerkem
- Christensen, Kirsten E.
- Barton, Peter
- Duarte, Fernanda
- Donohoe, Timothy J.
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