Cargando…

Catalytic Asymmetric Synthesis of Diketopiperazines by Intramolecular Tsuji–Trost Allylation

[Image: see text] We report the intramolecular Tsuji–Trost reaction of Ugi adducts to give spiro-diketopiperazines in high yield and with high enantioselectivity. This approach allows the catalytic asymmetric construction of a broad range of these medicinally important heterocycles under mild condit...

Descripción completa

Detalles Bibliográficos
Autores principales:	Faltracco, Matteo, Cotogno, Silvia, Vande Velde, Christophe M. L., Ruijter, Eelco
Formato:	Online Artículo Texto
Lenguaje:	English
Publicado:	American Chemical Society 2019
Acceso en línea:	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6760471/ https://www.ncbi.nlm.nih.gov/pubmed/31446758 http://dx.doi.org/10.1021/acs.joc.9b01994

Ejemplares similares

Diastereoselective Synthesis of β-Lactams by Ligand-Controlled Stereodivergent Intramolecular Tsuji–Trost Allylation
por: Faltracco, Matteo, et al.
Publicado: (2020)

Stereoselective Synthesis of Fused Vinylcyclopropanes by Intramolecular Tsuji–Trost Cascade Cyclization
por: Braun, John, et al.
Publicado: (2018)

Atroposelective desymmetrization of 2-arylresorcinols via Tsuji-Trost allylation
por: Kim, Sangji, et al.
Publicado: (2023)

Direct Synthesis of Allyl Amines with 2‐Nitrosulfonamide Derivatives via the Tsuji‐Trost Reaction
por: Bon, Corentin, et al.
Publicado: (2021)

Catalytic asymmetric Tsuji–Trost α−benzylation reaction of N-unprotected amino acids and benzyl alcohol derivatives
por: Liu, Jian-Hua, et al.
Publicado: (2022)

Modular synthesis of the pyrimidine core of the manzacidins by divergent Tsuji–Trost coupling
por: Bretzke, Sebastian, et al.
Publicado: (2016)

In situ tether formation from amines and alcohols enabling highly selective Tsuji–Trost allylation and olefin functionalization
por: Orcel, Ugo, et al.
Publicado: (2017)

Bidirectional Synthesis of the IJK Fragment of Ciguatoxin CTX3C by Sequential Double Ring-Closing Metathesis and Tsuji–Trost Allylation
por: Popadynec, Michael, et al.
Publicado: (2020)

Tsuji–Trost Cyclization of Disulfonamides: Synthesis of 12-Membered, 11-Membered, and Pyridine-Fused Macrocyclic Triamines
por: Ali, Rameez, et al.
Publicado: (2019)

Palladium-catalyzed Tsuji–Trost-type reaction of benzofuran-2-ylmethyl acetates with nucleophiles
por: Arcadi, Antonio, et al.
Publicado: (2021)

Rapid Access to Azabicyclo[3.3.1]nonanes by a Tandem Diverted Tsuji–Trost Process
por: Steeds, Hannah G., et al.
Publicado: (2020)

Synthesis of tetracyclic spiroindolines by an interrupted Bischler–Napieralski reaction: total synthesis of akuammicine
por: Faltracco, Matteo, et al.
Publicado: (2021)

Synthesis of Carbazoles by a Diverted Bischler–Napieralski Cascade Reaction
por: Faltracco, Matteo, et al.
Publicado: (2021)

Synthesis of Carbazoles and Dihydrocarbazoles by a Divergent Cascade Reaction of Donor–Acceptor Cyclopropanes
por: Faltracco, Matteo, et al.
Publicado: (2021)

Catalytic asymmetric defluorinative allylation of silyl enol ethers
por: Duran, Jordi, et al.
Publicado: (2023)

Arylative Intramolecular Allylation of Ketones with 1,3‐Enynes Enabled by Catalytic Alkenyl‐to‐Allyl 1,4‐Rhodium(I) Migration
por: Partridge, Benjamin M., et al.
Publicado: (2017)

An intramolecular hydrogen bond-promoted “green” Ugi cascade reaction for the synthesis of 2,5-diketopiperazines with anticancer activity
por: Li, Jie, et al.
Publicado: (2022)

Stereospecific Asymmetric Synthesis of Tertiary Allylic Alcohol Derivatives by Catalytic [2,3]‐Meisenheimer Rearrangements
por: Yu, Xin, et al.
Publicado: (2020)

Light-Triggered Catalytic Asymmetric Allylic Benzylation with Photogenerated C-Nucleophiles
por: Paria, Suva, et al.
Publicado: (2020)

Correction: An intramolecular hydrogen bond-promoted “green” Ugi cascade reaction for the synthesis of 2,5-diketopiperazines with anticancer activity
por: Li, Jie, et al.
Publicado: (2023)

Asymmetric synthesis of N-allylic indoles via regio- and enantioselective allylation of aryl hydrazines
por: Xu, Kun, et al.
Publicado: (2015)

Tether-directed synthesis of highly substituted oxasilacycles via an intramolecular allylation employing allylsilanes
por: Jervis, Peter J, et al.
Publicado: (2007)

Catalytic asymmetric synthesis /
Publicado: (2000)

Catalytic Stereospecific Allyl–Allyl Cross-Coupling of Internal Allyl Electrophiles with AllylB(pin)
por: Le, Hai, et al.
Publicado: (2014)

Asymmetric synthesis of multifunctional aryl allyl ethers by nucleophilic catalysis
por: Zhao, Shuai, et al.
Publicado: (2019)

Asymmetric Synthesis of Nortropanes via Rh-Catalyzed Allylic Arylation
por: Zhang, Yan, et al.
Publicado: (2022)

Enantioselective construction of C-chiral allylic sulfilimines via the iridium-catalyzed allylic amination with S,S-diphenylsulfilimine: asymmetric synthesis of primary allylic amines
por: Grange, Rebecca L., et al.
Publicado: (2015)

Catalytic asymmetric allylation of aldehydes with alkenes through allylic C(sp(3))–H functionalization mediated by organophotoredox and chiral chromium hybrid catalysis
por: Mitsunuma, Harunobu, et al.
Publicado: (2019)

Stereodivergent synthesis of enantioenriched azepino[3,4,5-cd]-indoles via cooperative Cu/Ir-catalyzed asymmetric allylic alkylation and intramolecular Friedel–Crafts reaction
por: Xiao, Lu, et al.
Publicado: (2022)

Asymmetric synthesis of allylic amines via hydroamination of allenes with benzophenone imine
por: Xu, Kun, et al.
Publicado: (2016)

Catalytic asymmetric synthesis of quaternary trifluoromethyl α- to ε-amino acid derivatives via umpolung allylation/2-aza-Cope rearrangement
por: Sun, Xi-Shang, et al.
Publicado: (2020)

Triflamidation of Allyl-Containing Substances:Unusual Dehydrobromination vs. Intramolecular Heterocyclization
por: Ganin, Anton S., et al.
Publicado: (2022)

Asymmetric Synthesis of α-Allyl-α-Aryl α-Amino Acids by Tandem Alkylation/π-Allylation of α-Iminoesters
por: Curto, John M., et al.
Publicado: (2014)

Thiazine-2-thiones as Masked 1-Azadienes in Cascade Dimerization Reactions
por: Kruithof, Art, et al.
Publicado: (2017)

Mild and Practical Indole C2 Allylation by Allylboration of in situ Generated 3‐Chloroindolenines
por: Saya, Jordy M., et al.
Publicado: (2019)

Palladium‐Catalyzed Cascade to Benzoxepins by Using Vinyl‐Substituted Donor–Acceptor Cyclopropanes
por: Faltracco, Matteo, et al.
Publicado: (2021)

New Nitrogen, Sulfur-, and Selenium-Donating Ligands Derived from Chiral Pyridine Amino Alcohols. Synthesis and Catalytic Activity in Asymmetric Allylic Alkylation
por: Wosińska-Hrydczuk, Marzena, et al.
Publicado: (2021)

Stereodivergent synthesis via iridium-catalyzed asymmetric double allylic alkylation of cyanoacetate
por: Shen, Chong, et al.
Publicado: (2021)

Catalytic enantioselective intramolecular Tishchenko reaction of meso-dialdehyde: synthesis of (S)-cedarmycins
por: Ismiyarto,, et al.
Publicado: (2021)

Catalytic asymmetric formal synthesis of beraprost
por: Kobayashi, Yusuke, et al.
Publicado: (2015)

Cannot write session to /tmp/vufind_sessions/sess_vko93hfegcgq8288p54l4pa5vr