Cargando…

Enzymatic and Chemoenzymatic Three‐Step Cascades for the Synthesis of Stereochemically Complementary Trisubstituted Tetrahydroisoquinolines

Chemoenzymatic and enzymatic cascade reactions enable the synthesis of complex stereocomplementary 1,3,4‐trisubstituted tetrahydroisoquinolines (THIQs) with three chiral centers in a step‐efficient and selective manner without intermediate purification. The cascade employs inexpensive substrates (3‐...

Descripción completa

Detalles Bibliográficos
Autores principales:	Erdmann, Vanessa, Lichman, Benjamin R., Zhao, Jianxiong, Simon, Robert C., Kroutil, Wolfgang, Ward, John M., Hailes, Helen C., Rother, Dörte
Formato:	Online Artículo Texto
Lenguaje:	English
Publicado:	John Wiley and Sons Inc. 2017
Materias:	Communications
Acceso en línea:	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5658969/ https://www.ncbi.nlm.nih.gov/pubmed/28727894 http://dx.doi.org/10.1002/anie.201705855

Ejemplares similares

One-pot chemoenzymatic synthesis of trolline and tetrahydroisoquinoline analogues
por: Zhao, Jianxiong, et al.
Publicado: (2018)

Enzyme catalysed Pictet-Spengler formation of chiral 1,1'-disubstituted- and spiro-tetrahydroisoquinolines
por: Lichman, Benjamin R., et al.
Publicado: (2017)

One-Pot Chemoenzymatic Cascade for the Enantioselective C(1)-Allylation of Tetrahydroisoquinolines
por: Sangster, Jack J., et al.
Publicado: (2023)

Single step syntheses of (1S)-aryl-tetrahydroisoquinolines by norcoclaurine synthases
por: Roddan, Rebecca, et al.
Publicado: (2020)

The use of tyrosinases in a chemoenzymatic cascade as a peptide ligation strategy
por: Ni, Yeke, et al.
Publicado: (2022)

Biomimetic Phosphate-Catalyzed Pictet–Spengler Reaction for the Synthesis of 1,1′-Disubstituted and Spiro-Tetrahydroisoquinoline Alkaloids
por: Zhao, Jianxiong, et al.
Publicado: (2019)

Multienzyme One‐Pot Cascades Incorporating Methyltransferases for the Strategic Diversification of Tetrahydroisoquinoline Alkaloids
por: Subrizi, Fabiana, et al.
Publicado: (2021)

Concise Chemoenzymatic Three-Step Total Synthesis of Isosolenopsin through Medium Engineering
por: Simon, Robert C, et al.
Publicado: (2013)

Chemoenzymatic Synthesis of Tenofovir
por: Zdun, Beata, et al.
Publicado: (2023)

The Discovery of Imine Reductases and their Utilisation for the Synthesis of Tetrahydroisoquinolines
por: Cárdenas‐Fernández, Max, et al.
Publicado: (2023)

An Enzymatic 2‐Step Cofactor and Co‐Product Recycling Cascade towards a Chiral 1,2‐Diol. Part I: Cascade Design
por: Kulig, Justyna, et al.
Publicado: (2019)

Facile and selective N-alkylation of gentamicin antibiotics via chemoenzymatic synthesis
por: Stojanovski, Gorjan, et al.
Publicado: (2022)

Chemoenzymatic approaches to plant natural product inspired compounds
por: Roddan, Rebecca, et al.
Publicado: (2022)

Multi-enzyme catalysed processes using purified and whole-cell biocatalysts towards a 1,3,4-substituted tetrahydroisoquinoline
por: Weber, Douglas, et al.
Publicado: (2023)

Enzymatic synthesis of benzylisoquinoline alkaloids using a parallel cascade strategy and tyrosinase variants
por: Wang, Yu, et al.
Publicado: (2022)

One–Pot Phosphate-Mediated Synthesis of Novel 1,3,5-Trisubstituted Pyridinium Salts: A New Family of S. aureus Inhibitors
por: Pesnot, Thomas, et al.
Publicado: (2017)

The chemoenzymatic synthesis of clofarabine and related 2′-deoxyfluoroarabinosyl nucleosides: the electronic and stereochemical factors determining substrate recognition by E. coli nucleoside phosphorylases
por: Fateev, Ilja V, et al.
Publicado: (2014)

Controlling stereoselectivity by enzymatic and chemical means to access enantiomerically pure (1S,3R)-1-benzyl-2,3-dimethyl-1,2,3,4-tetrahydroisoquinoline derivatives()
por: Orden, Alejandro A., et al.
Publicado: (2013)

Total Synthesis, Stereochemical Assignment, and Divergent Enantioselective Enzymatic Recognition of Larreatricin
por: Martin, Harry J., et al.
Publicado: (2018)

Multi-Step Enzyme Catalysis: Biotransformations and Chemoenzymatic Synthesis
por: Garcia-Junceda, Eduardo
Publicado: (2008)

Organic Acid to Nitrile: A Chemoenzymatic Three‐Step Route
por: Winkler, Margit, et al.
Publicado: (2022)

Efficient 2-Step Enzymatic Cascade for the Bioconversion of Oleuropein into Hydroxytyrosol
por: Catinella, Giorgia, et al.
Publicado: (2022)

Chemoenzymatic Approaches to the Synthesis of the Calcimimetic Agent Cinacalcet Employing Transaminases and Ketoreductases
por: Marx, Lisa, et al.
Publicado: (2018)

Iron Trichloride-Mediated Cascade Reaction of Aminosugar Derivatives for the Synthesis of Fused Tetrahydroisoquinoline–Tetrahydrofuran Systems
por: Rodríguez-Álvarez, Sandra, et al.
Publicado: (2022)

Synthesis of Novel 1-Oxo-2,3,4-trisubstituted Tetrahydroisoquinoline Derivatives, Bearing Other Heterocyclic Moieties and Comparative Preliminary Study of Anti-Coronavirus Activity of Selected Compounds
por: Kandinska, Meglena I., et al.
Publicado: (2023)

A Single-Step Chemoenzymatic Reaction for the Construction of Antibody–Cell Conjugates
por: Li, Jie, et al.
Publicado: (2018)

Stereochemical Control of Enzymatic Carbon–Carbon Bond‐Forming Michael‐Type Additions by “Substrate Engineering”
por: Miao, Yufeng, et al.
Publicado: (2016)

An introduction to stereochemical restraints
por: Evans, Philip R.
Publicado: (2007)

Synthesis and Stereochemical Assignment of (+)-Chamuvarinin
por: Florence, Gordon J., et al.
Publicado: (2010)

Chemoenzymatic Total Synthesis of Deoxy‐, epi‐, and Podophyllotoxin and a Biocatalytic Kinetic Resolution of Dibenzylbutyrolactones
por: Lazzarotto, Mattia, et al.
Publicado: (2019)

Chemoenzymatic Cascade Synthesis of Optically Pure Alkanoic Acids by Using Engineered Arylmalonate Decarboxylase Variants
por: Enoki, Junichi, et al.
Publicado: (2019)

Enzymatic synthesis of chiral amino‐alcohols by coupling transketolase and transaminase‐catalyzed reactions in a cascading continuous‐flow microreactor system
por: Gruber, Pia, et al.
Publicado: (2017)

Stimulus‐Responsive Regulation of Enzyme Activity for One‐Step and Multi‐Step Syntheses
por: Claaßen, Christiane, et al.
Publicado: (2019)

Tetrahydroisoquinolines affect the whole-cell phenotype of Mycobacterium tuberculosis by inhibiting the ATP-dependent MurE ligase
por: Guzman, Juan D., et al.
Publicado: (2015)

Diastereo- and Enantioselective Syntheses of Trisubstituted Benzopyrans by Cascade Reactions Catalyzed by Monomeric and Polymeric Recoverable Bifunctional Thioureas and Squaramides
por: Andrés, José M., et al.
Publicado: (2018)

Stereochemical studies on pheromonal communications
por: MORI, Kenji
Publicado: (2014)

Synthesis of the reported structure of piperazirum using a nitro-Mannich reaction as the key stereochemical determining step
por: Anderson, James C, et al.
Publicado: (2013)

Chemoenzymatic Synthesis of Oligohyaluronan–Lipid Conjugates
por: Ruhela, Dipali, et al.
Publicado: (2014)

A One-Step Chemoenzymatic Labeling Strategy for Probing Sialylated Thomsen–Friedenreich Antigen
por: Wen, Liuqing, et al.
Publicado: (2018)

One-Step Sortase-Mediated Chemoenzymatic Semisynthesis of Deubiquitinase-Resistant Ub-Peptide Conjugates
por: Singh, Avinash K., et al.
Publicado: (2022)

Cannot write session to /tmp/vufind_sessions/sess_f816opm9bn860bpbk2uidmh17f