ArticleAngewandte Chemie (International ed. in English)2019
Catalytic Asymmetric Synthesis of Cyclohexanes by Hydrogen Borrowing Annulations.
Article in Angewandte Chemie (International ed. in English), 2019. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 11 papers.
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Who cites it
11 citing papers in PubMed, 64 citations in OpenAlex.
- Molybdenum-Catalyzed One-Step Synthesis of Tetrahydroquinolines.Precision chemistry · 2026Article
- Metal-Catalyzed Enantioconvergent Transformations.Chemical reviews · 2023Review
- Redox Reorganization: Aluminium Promoted 1,5-Hydride Shifts Allow the Controlled Synthesis of Multisubstituted Cyclohexenes.Angewandte Chemie (International ed. in English) · 2023Article
- Oxidations of Alcohols, Aldehydes, and Diols Using NaBr and Selectfluor.The Journal of organic chemistry · 2023Article
- Redox-enabled direct stereoconvergent heteroarylation of simple alcohols.Nature communications · 2021Article
- Borrowing Hydrogen for Organic Synthesis.ACS central science · 2021Review
- Hydrogen-Borrowing Alkylation of 1,2-Amino Alcohols in the Synthesis of Enantioenriched γ-Aminobutyric Acids.Angewandte Chemie (International ed. in English) · 2021Article
- Control of Absolute Stereochemistry in Transition-Metal-Catalysed Hydrogen-Borrowing Reactions.Chemistry (Weinheim an der Bergstrasse, Germany) · 2020Review
- A Vinyl Cyclopropane Ring Expansion and Iridium-Catalyzed Hydrogen Borrowing Cascade.Angewandte Chemie (International ed. in English) · 2020Article
- Chemo- and Regioselective Synthesis of Acyl-Cyclohexenes by a Tandem Acceptorless Dehydrogenation-[1,5]-Hydride Shift Cascade.Journal of the American Chemical Society · 2020Article
- Catalytic Asymmetric Synthesis of Cyclohexanes by Hydrogen Borrowing Annulations.Angewandte Chemie (International ed. in English) · 2019Article
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Authors and funding
5 authors at 1 institution in 1 country.
Funding
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.
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