Cargando…

Total synthesis of (±)-decursivine via BINOL-phosphoric acid catalyzed tandem oxidative cyclization

The synthesis of tetracyclic indole alkaloid (±)-decursivine was accomplished using BINOL-phosphoric acid catalyzed tandem oxidative cyclization as a key step with (bis(trifluoroacetoxy)iodo)benzene (PIFA) as an oxidizing agent. This represents one of the shortest and highest yielding routes for the...

Descripción completa

Detalles Bibliográficos
Autores principales:	Parvatkar, Prakash T., Smotkin, Eugene S., Manetsch, Roman
Formato:	Online Artículo Texto
Lenguaje:	English
Publicado:	Nature Publishing Group UK 2021
Materias:	Article
Acceso en línea:	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8497573/ https://www.ncbi.nlm.nih.gov/pubmed/34620892 http://dx.doi.org/10.1038/s41598-021-99064-8

Ejemplares similares

Gold and BINOL-Phosphoric Acid Catalyzed Enantioselective Hydroamination/N-Sulfonyliminium Cyclization Cascade
por: Gregory, Alex W., et al.
Publicado: (2013)

Enantioselective Cycloaddition Reactions Catalyzed by BINOL-Derived Phosphoric Acids and N-Triflyl Phosphoramides: Recent Advances
por: Held, Felix E., et al.
Publicado: (2015)

F(10)BINOL-derived chiral phosphoric acid-catalyzed enantioselective carbonyl-ene reaction: theoretical elucidation of stereochemical outcomes
por: Kikuchi, Jun, et al.
Publicado: (2018)

Enantioselective Total Synthesis of (−)-Nardoaristolone B via a Gold(I)-Catalyzed Oxidative Cyclization
por: Homs, Anna, et al.
Publicado: (2015)

Total Synthesis of (+)-Raputindole A: An Iridium-Catalyzed Cyclization Approach
por: Regueira, Juliana L. L. F., et al.
Publicado: (2020)

Enantioselective synthesis of bicyclo[3.n.1]alkanes by chiral phosphoric acid-catalyzed desymmetrizing Michael cyclizations
por: Burns, Alan R., et al.
Publicado: (2015)

Synthesis of Functionalized Azepines via Cu(I)-Catalyzed Tandem Amination/Cyclization Reaction of Fluorinated Allenynes
por: Philippova, Anna N., et al.
Publicado: (2022)

Synthesis of Precursors for the Oxidative Tandem Cyclization of Diphenols to Galanthamine Analogs
por: Treu, Matthias, et al.
Publicado: (2002)

Recent Advancement in H(8)–BINOL Catalyzed Asymmetric Methodologies
por: Kshatriya, Rajpratap
Publicado: (2023)

Advances in the Asymmetric Synthesis of BINOL Derivatives
por: da Silva, Everton Machado, et al.
Publicado: (2022)

Total Synthesis of Cyclopiamide A Using Palladium-Catalyzed Domino Cyclization
por: Park, Sunhwa, et al.
Publicado: (2020)

Lithium BINOL Phosphate Catalyzed Desymmetrization of meso-Epoxides with Aromatic Thiols
por: Ingle, Gajendrasingh, et al.
Publicado: (2014)

Oxidation of BINOLs by Hypervalent Iodine Reagents: Facile Synthesis of Xanthenes and Lactones
por: Zhang, Huaiyuan, et al.
Publicado: (2022)

Diastereoselective Synthesis of Highly Substituted Tetrahydrofurans by Pd-Catalyzed Tandem Oxidative Cyclization–Redox Relay Reactions Controlled by Intramolecular Hydrogen Bonding
por: Brooks, Joshua L., et al.
Publicado: (2016)

Copper-Catalyzed Dual Cyclization for the Synthesis of Quinindolines
por: Wang, Hung-Kai, et al.
Publicado: (2020)

Total Synthesis of Chiral Falcarindiol Analogues Using BINOL-Promoted Alkyne Addition to Aldehydes
por: Wang, Li, et al.
Publicado: (2016)

Selecting Chiral BINOL‐Derived Phosphoric Acid Catalysts: General Model To Identify Steric Features Essential for Enantioselectivity
por: Reid, Jolene P., et al.
Publicado: (2017)

A BINOL-phosphoric acid and metalloporphyrin derived chiral covalent organic framework for enantioselective α-benzylation of aldehydes
por: Ma, Hui-Chao, et al.
Publicado: (2022)

Asymmetric Gold(I)‐Catalyzed Tandem Hydroarylation–Nazarov Cyclization: Enantioselective Access to Cyclopentenones
por: Solas, Marta, et al.
Publicado: (2022)

Gold-catalyzed tandem reactions of amide–aldehyde–alkyne coupling and cyclization-synthesis of 2,4,5-trisubstituted oxazoles
por: Querard, Pierre, et al.
Publicado: (2015)

Enantioselective Copper‐Catalyzed Borylative Cyclization for the Synthesis of Quinazolinones
por: Dherbassy, Quentin, et al.
Publicado: (2021)

Photoredox-Catalyzed Synthesis of 3-Sulfonylated Pyrrolin-2-ones via a Regioselective Tandem Sulfonylation Cyclization of 1,5-Dienes
por: Ding, Ran, et al.
Publicado: (2023)

An improved synthesis of telmisartan via the copper-catalyzed cyclization of o-haloarylamidines
por: Zhang, Junchi, et al.
Publicado: (2020)

Electrochemical Palladium‐Catalyzed Oxidative Carbonylation‐Cyclization of Enallenols
por: Zhang, Jianwei, et al.
Publicado: (2022)

Facile synthesis of indolo[3,2-a]carbazoles via Pd-catalyzed twofold oxidative cyclization
por: Yang, Chao, et al.
Publicado: (2016)

Divergent synthesis of flavones and flavanones from 2′-hydroxydihydrochalcones via palladium(ii)-catalyzed oxidative cyclization
por: Son, Seung Hwan, et al.
Publicado: (2021)

Facile synthesis of isoquinolines and isoquinoline N-oxides via a copper-catalyzed intramolecular cyclization in water
por: Zhang, Lujun, et al.
Publicado: (2022)

Asymmetric Functional Organozinc Additions to Aldehydes Catalyzed by 1,1′-Bi-2-naphthols (BINOLs)†
por: Pu, Lin
Publicado: (2014)

Gold(I)-catalyzed domino cyclization for the synthesis of polyaromatic heterocycles
por: Morin, Mathieu, et al.
Publicado: (2013)

Palladium-catalyzed dehydrogenative C–H cyclization for isoindolinone synthesis
por: Abe, Masahiro, et al.
Publicado: (2021)

Acid-Catalyzed Hydrolysis and Intramolecular Cyclization of N-Cyano Sulfoximines for the Synthesis of Thiadiazine 1-Oxides
por: Oh, In Seok, et al.
Publicado: (2022)

Rh-catalyzed aerobic oxidative cyclization of anilines, alkynes, and CO
por: Li, Xinyao, et al.
Publicado: (2017)

Facile Synthesis of Pyrrolyl 4-Quinolinone Alkaloid Quinolactacide by 9-AJ-Catalyzed Tandem Acyl Transfer–Cyclization of o-Alkynoylaniline Derivatives
por: Saito, Koya, et al.
Publicado: (2017)

Tandem Pd-Catalyzed Cyclization/Coupling of Non-Terminal Acetylenic Activated Methylenes with (Hetero)Aryl Bromides †
por: Błocka, Aleksandra, et al.
Publicado: (2022)

Absence of Intermediates in the BINOL-Derived Mg(II)/Phosphate-Catalyzed Desymmetrizative Ring Expansion of 1-Vinylcyclobutanols
por: Capel, Estefania, et al.
Publicado: (2021)

BINOL-like atropisomeric chiral nanographene
por: Li, Shengtao, et al.
Publicado: (2023)

Synthesis of Medium-Sized Heterocycles by Transition-Metal-Catalyzed Intramolecular Cyclization
por: Choury, Mickael, et al.
Publicado: (2020)

Copper-Catalyzed Dimerization/Cyclization of Itaconates
por: Li, Zhiqiang, et al.
Publicado: (2015)

One-Pot Tandem Synthesis of 2-Arylquinazolines by a Multicomponent Cyclization Reaction
por: Ye, Leping, et al.
Publicado: (2013)

Triflic-Acid-Catalyzed Tandem Allylic Substitution–Cyclization Reaction of Alcohols with Thiophenols—Facile Access to Polysubstituted Thiochromans
por: Vu, Minh Duy, et al.
Publicado: (2018)

Cannot write session to /tmp/vufind_sessions/sess_a2tes7cpvfoq8sr9vjp91h3to4