Enantioconvergent alkylation of ketones with racemic secondary alcohols via hydrogen borrowing catalysis

Enantioconvergent alkylation of ketones with racemic secondary alcohols via hydrogen borrowing catalysis

An enantioconvergent method for the alkylation of o-disubstituted aryl ketones with racemic secondary alcohols is described. This process is mediated by a commercially available iridium catalyst and proceeds via hydrogen borrowing catalysis. The highly enantioenriched β-substituted ketone products w...

書誌詳細
主要な著者:	Cheang, DMJ, Armstrong, RJ, Akhtar, WM, Donohoe, TJ
フォーマット:	Journal article
言語:	English
出版事項:	Royal Society of Chemistry 2020

類似資料

The α-alkylation of ketones using hydrogen borrowing catalysis
著者:: Akhtar, W
出版事項: (2018)

Stereoselective synthesis of alicyclic ketones: a hydrogen borrowing approach
著者:: Armstrong, RJ, 等
出版事項: (2019)

Controlling absolute stereochemistry in hydrogen borrowing catalysed alkylation
著者:: Cheang, DMJ-Y
出版事項: (2023)

Enantioconvergent catalysis
著者:: Justin T. Mohr, 等
出版事項: (2016-09-01)

Dynamic kinetic resolution allows control of remote stereochemistry in asymmetric hydrogen borrowing alkylation
著者:: Cheang, DMJ, 等
出版事項: (2025)

Hydrogen borrowing catalysis using 1° and 2° alcohols: investigation and scope leading to α and β branched products
著者:: Frost, JR, 等
出版事項: (2021)

Strategic application and transformation of ortho-disubstituted phenyl and cyclopropyl ketones to expand the scope of hydrogen borrowing catalysis.
著者:: Frost, J, 等
出版事項: (2015)

Functional group tolerant hydrogen borrowing C-alkylation
著者:: Bailey, EP, 等
出版事項: (2024)

Functional group tolerant hydrogen borrowing C-alkylation
著者:: Bailey, EP, 等
出版事項: (2024)

Enantioconvergent Cross-Couplings of Racemic Alkylmetal Reagents with Unactivated Secondary Alkyl Electrophiles: Catalytic Asymmetric Negishi α-Alkylations of N-Boc-Pyrrolidine
著者:: Cordier, Christopher J., 等
出版事項: (2018)

The iridium-catalysed alkylation of aromatic ketones via hydrogen borrowing
著者:: Cheong, C
出版事項: (2018)

Hydrogen borrowing catalysis with secondary alcohols: a new route for the generation of β-branched carbonyl compounds
著者:: Akhtar, W, 等
出版事項: (2017)

Hydrogen-Borrowing and Interrupted-Hydrogen-Borrowing Reactions of Ketones and Methanol Catalyzed by Iridium.
著者:: Shen, D, 等
出版事項: (2014)

Hydrogen-borrowing and interrupted-hydrogen-borrowing reactions of ketones and methanol catalyzed by iridium
著者:: Shen, D, 等
出版事項: (2015)

Iridium-catalyzed C4-alkylation of 2,6-di-tert-butylphenol by using hydrogen-borrowing catalysis
著者:: Frost, J, 等
出版事項: (2016)

Heterogeneous Mn@CeO2 Catalyst for α‑Alkylation of Ketones with Alcohols via Hydrogen-Borrowing Strategy
著者:: Rajagopal Swaathy, 等
出版事項: (2025-02-01)

Extension of hydrogen borrowing alkylation reactions for the total synthesis of (–)-γ-lycorane
著者:: Hall, C, 等
出版事項: (2022)

Control of absolute stereochemistry in transition-metal-catalyzed hydrogen borrowing reactions
著者:: Kwok, T, 等
出版事項: (2020)

Hydrogen-Borrowing Alkylation of 1,2-Amino Alcohols in the Synthesis of Enantioenriched γ-Aminobutyric Acids
著者:: Hall, CJJ, 等
出版事項: (2021)

Functional group tolerant hydrogen borrowing C-alkylation
著者:: Elliot P. Bailey, 等
出版事項: (2024-06-01)

Ni-catalyzed enantioconvergent deoxygenative reductive cross-coupling of unactivated alkyl alcohols and aryl bromides
著者:: Li-Li Zhang, 等
出版事項: (2024-03-01)

Ligand‐Promoted [Pd]‐Catalyzed α‐Alkylation of Ketones through a Borrowing‐Hydrogen Approach
著者:: Dr. Seetharaman Manojveer, 等
出版事項: (2023-01-01)

Enantioconvergent nucleophilic substitution via synergistic phase-transfer catalysis
著者:: Dooley, C, 等
出版事項: (2025)

Ligand-enabled Ni-catalysed enantioconvergent intermolecular Alkyl-Alkyl cross-coupling between distinct Alkyl halides
著者:: Wen-Tao Zhao, 等
出版事項: (2023-05-01)

Enantioconvergent construction of stereogenic silicon via Lewis base-catalyzed dynamic kinetic silyletherification of racemic chlorosilanes
著者:: Tianbao Hu, 等
出版事項: (2023-08-01)

Catalytic asymmetric synthesis of cyclohexanes by hydrogen borrowing annulations
著者:: Armstrong, R, 等
出版事項: (2019)

Formal enantioconvergent substitution of alkyl halides via catalytic asymmetric photoredox radical coupling
著者:: Jiangtao Li, 等
出版事項: (2018-06-01)

Enantioconvergent halogenophilic nucleophilic substitution (SN2X) reaction by chiral phase-transfer catalysis
著者:: Zhang, Xin
出版事項: (2019)

Cyclometalated Iridium Complex-Catalyzed N‑Alkylation of Amines with Alcohols via Borrowing Hydrogen in Aqueous Media
著者:: NianHua Luo, 等
出版事項: (2020-10-01)

Pentamethylphenyl (Ph*) ketones: Unique building blocks for organic synthesis
著者:: Armstrong, R, 等
出版事項: (2021)

Asymmetric Alkyl−Alkyl Cross-Couplings of Unactivated Secondary Alkyl Electrophiles: Stereoconvergent Suzuki Reactions of Racemic Acylated Halohydrins
著者:: Owston, Nathan A., 等
出版事項: (2013)

Recent developments in transition metal-catalyzed asymmetric borrowing hydrogen catalysis
著者:: Nidhi Garg, 等
出版事項: (2023-12-01)

A vinyl cyclopropane ring expansion and iridium‐catalyzed hydrogen borrowing cascade
著者:: Wübbolt, S, 等
出版事項: (2020)

A vinyl cyclopropane ring expansion and iridium‐catalyzed hydrogen borrowing cascade
著者:: Wubbolt, S, 等
出版事項: (2020)

The Allylic Alkylation of Ketone Enolates
著者:: Dr. Lukas Junk, 等
出版事項: (2020-09-01)

Hydrogen borrowing-based methods for the construction of quaternary stereocentres
著者:: Crompton, J, 等
出版事項: (2025)

Development of functional group tolerant and room temperature hydrogen borrowing enolate alkylation reactions
著者:: Bailey, EP
出版事項: (2023)

Asymmetric α-C(sp 3)−H allylic alkylation of primary alkylamines by synergistic Ir/ketone catalysis
著者:: Jianyu Li, 等
出版事項: (2024-01-01)

Parallel kinetic resolution of racemic ketones through reduction: a quantitative analysis
著者:: Juan R. Dehli, 等
出版事項: (2002-06-01)

Asymmetric Suzuki Cross-Couplings of Activated Secondary Alkyl Electrophiles: Arylations of Racemic α-Chloroamides
著者:: Lundin, Pamela M., 等
出版事項: (2013)