Cargando…

Metal Triflate-Promoted Allylic Substitution Reactions of Cinnamyl Alcohol in the Presence of Orthoesters and Acetals

[Image: see text] The product distribution of ethers formed from the reaction of cinnamyl alcohol with orthoesters in the presence of indium (III) triflate (InOTf)(3) is dependent on both the reaction temperature and catalyst loading. Carrying out the reaction at room temperature under low loadings...

Descripción completa

Detalles Bibliográficos
Autores principales:	Chaffey, Dawn R., Alamillo-Ferrer, Carla, Davies, Thomas E., Taylor, Stuart H., Tomkinson, Nicholas C. O., Graham, Andrew E.
Formato:	Online Artículo Texto
Lenguaje:	English
Publicado:	American Chemical Society 2019
Acceso en línea:	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6776978/ https://www.ncbi.nlm.nih.gov/pubmed/31592469 http://dx.doi.org/10.1021/acsomega.9b02059

Ejemplares similares

Zinc(II) Catalyzed Conversion of Alkynes to Vinyl Triflates in the Presence of Silyl Triflates
por: Al-huniti, Mohammed H., et al.
Publicado: (2014)

Self-assembled orthoester cryptands: orthoester scope, post-functionalization, kinetic locking and tunable degradation kinetics
por: Löw, Henrik, et al.
Publicado: (2018)

Self-assembly of dynamic orthoester cryptates
por: Brachvogel, René-Chris, et al.
Publicado: (2015)

Catalytic enantioselective bromohydroxylation of cinnamyl alcohols
por: Li, Jing, et al.
Publicado: (2021)

Glycosylation of a Newly Functionalized Orthoester Derivative
por: Kawa, Kohei, et al.
Publicado: (2014)

Total Synthesis of GE81112A: An Orthoester-Based Approach
por: Fayad, Scherin, et al.
Publicado: (2023)

Sequential Electrophilic Substitution Reactions of Tungsten-Coordinated Phosphenium Ions and Phosphine Triflates
por: Jayaraman, Arumugam, et al.
Publicado: (2017)

Regioselective Opening of myo-Inositol Orthoesters: Mechanism and Synthetic Utility
por: Godage, Himali Y., et al.
Publicado: (2013)

The hydrolysis of geminal ethers: a kinetic appraisal of orthoesters and ketals
por: Repetto, Sonia L, et al.
Publicado: (2016)

Electrochemical Synthesis of Fluorinated Orthoesters from 1,3‐Benzodioxoles
por: Röckl, Johannes L., et al.
Publicado: (2019)

Platinum-Catalyzed Allylation of 2,3-Disubstituted Indoles with Allylic Acetates
por: Peng, Bai-Jing, et al.
Publicado: (2017)

The cinnamyl alcohol dehydrogenase gene family in Populus: phylogeny, organization, and expression
por: Barakat, Abdelali, et al.
Publicado: (2009)

Biochemical Characterization of the Rice Cinnamyl Alcohol Dehydrogenase Gene Family
por: Park, Hye Lin, et al.
Publicado: (2018)

4H-Benzo[d][1,3]oxazin-4-ones and Dihydro Analogs from Substituted Anthranilic Acids and Orthoesters
por: Annor-Gyamfi, Joel K., et al.
Publicado: (2019)

Flow Synthesis of Diaryliodonium Triflates
por: Laudadio, Gabriele, et al.
Publicado: (2017)

Orthoester exchange: a tripodal tool for dynamic covalent and systems chemistry
por: Brachvogel, René-Chris, et al.
Publicado: (2015)

Synthesis of lamellarin alkaloids using orthoester-masked α-keto acids
por: Shirley, Harry J., et al.
Publicado: (2019)

Anti-Inflammatory Activity Comparison among Scropoliosides—Catalpol Derivatives with 6-O-Substituted Cinnamyl Moieties
por: Zhu, Tiantian, et al.
Publicado: (2015)

Phylogeny and structure of the cinnamyl alcohol dehydrogenase gene family in Brachypodium distachyon
por: Bukh, Christian, et al.
Publicado: (2012)

Therapeutic Effect and Mechanism of Cinnamyl Alcohol on Myocardial Ischemia-Reperfusion Injury
por: Zhang, Hua, et al.
Publicado: (2022)

Correction: Dearomatization of benzopyrylium triflates with sulfoxonium ylides
por: Leveille, Alexandria N., et al.
Publicado: (2023)

Applications of alkyl orthoesters as valuable substrates in organic transformations, focusing on reaction media
por: Khademi, Zahra, et al.
Publicado: (2020)

Synthesis, antitubercular and anticancer activity of new Baylis–Hillman adduct-derived N-cinnamyl-substituted isatin derivatives
por: Kumar, Sriramoju Bharath, et al.
Publicado: (2013)

Functional analysis of a cinnamyl alcohol dehydrogenase involved in lignin biosynthesis in wheat
por: Ma, Qing-Hu
Publicado: (2010)

Transition metal triflate catalyzed conversion of alcohols, ethers and esters to olefins
por: Keskiväli, J., et al.
Publicado: (2018)

Regioselective molybdenum-catalyzed allylic substitution of tertiary allylic electrophiles: methodology development and applications
por: Salman, Muhammad, et al.
Publicado: (2020)

An investigation of the allylation cascade reactions of substituted indigos
por: Perry, Matthew J., et al.
Publicado: (2023)

Pd/Xu-Phos-catalyzed asymmetric elimination of fully substituted enol triflates into axially chiral trisubstituted allenes
por: Han, Jie, et al.
Publicado: (2023)

Direct Dehydrative Glycosylation Catalyzed by Diphenylammonium Triflate
por: Hsu, Mei-Yuan, et al.
Publicado: (2020)

The Intermediates in Lewis Acid Catalysis with Lanthanide Triflates
por: Tripodi, Guilherme L., et al.
Publicado: (2019)

Manipulating cinnamyl alcohol dehydrogenase (CAD) expression in flax affects fibre composition and properties
por: Preisner, Marta, et al.
Publicado: (2014)

Functional characterization of cinnamyl alcohol dehydrogenase and caffeic acid O-methyltransferase in Brachypodium distachyon
por: Trabucco, Gina M, et al.
Publicado: (2013)

Altered lignocellulose chemical structure and molecular assembly in CINNAMYL ALCOHOL DEHYDROGENASE-deficient rice
por: Martin, Andri Fadillah, et al.
Publicado: (2019)

Novofumigatonin biosynthesis involves a non-heme iron-dependent endoperoxide isomerase for orthoester formation
por: Matsuda, Yudai, et al.
Publicado: (2018)

Catalytic Hydrolysis Mechanism of Cocaine by Human Carboxylesterase 1: An Orthoester Intermediate Slows Down the Reaction
por: Yan, Maocai, et al.
Publicado: (2019)

Microwave-Assisted Synthesis of Cinnamyl Long Chain Aroma Esters
por: Worzakowska, Marta
Publicado: (2015)

Two New Cinnamyl Isovalerate Derivatives from Sabina gaussenii
por: Sun, Zhang-Hua, et al.
Publicado: (2016)

Expanding the scope of Metal-Free enantioselective allylic substitutions: Anthrones
por: Ceban, Victor, et al.
Publicado: (2015)

Catalytic, Tunable, One-Step Bismuth(III) Triflate Reaction with Alcohols: Dehydration Versus Dimerization
por: Kolsi, Laura E., et al.
Publicado: (2018)

Pentafluorophenylammonium triflate (PFPAT) catalyzed facile construction of substituted chromeno[2,3-d]pyrimidinone derivatives and their antimicrobial activity
por: Ghashang, Majid, et al.
Publicado: (2014)

Cannot write session to /tmp/vufind_sessions/sess_u1bqneg54neap6b6birfed2457