Catalytic Asymmetric Synthesis of Cyclohexanes by Hydrogen Borrowing Annulations
Abstract: Hydrogen borrowing catalysis serves as a powerful alternative to enolate alkylation, enabling the direct coupling of ketones with unactivated alcohols. However, to date, methods that enable control over the absolute stereochemical outcome of such a process have remained elusive. Here we report a catalytic asymmetric method for the synthesis of enantioenriched cyclohexanes from 1,5‐diols via hydrogen borrowing catalysis. This reaction is mediated by the addition of a chiral iridium (I) complex, which is able to impart high levels of enantioselectivity upon the process. A series of enantioenriched cyclohexanes have been prepared and the mode of enantioinduction has been probed by a combination of experimental and DFT studies.
- 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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Catalytic Asymmetric Synthesis of Cyclohexanes by Hydrogen Borrowing Annulations ; volume:58 ; number:36 ; year:2019 ; pages:12558-12562 ; extent:5
Angewandte Chemie / International edition. International edition ; 58, Heft 36 (2019), 12558-12562 (gesamt 5)
- Urheber
- DOI
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10.1002/anie.201907514
- URN
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urn:nbn:de:101:1-2022080608153018260466
- Rechteinformation
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Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
- Letzte Aktualisierung
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15.08.0011, 15:39 MEZ
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Beteiligte
- Armstrong, Roly J.
- Akhtar, Wasim M.
- Young, Tom A.
- Duarte, Fernanda
- Donohoe, Timothy J.
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