Cargando…

No Acid Required: 4π and 6π Electrocyclization Reactions of Dienyl Diketones for the Synthesis of Cyclopentenones and 2H-Pyrans

[Image: see text] The 1,6-conjugate addition of nucleophiles to dienyl diketones produces either cyclopentenone or 2H-pyran products with high selectivity through either Nazarov (4π) or 6π electrocyclization, respectively. The outcome of the reaction is dependent upon the nature of the nucleophile u...

Descripción completa

Detalles Bibliográficos
Autores principales:	Jacob, Steven D., Brooks, Joshua L., Frontier, Alison J.
Formato:	Online Artículo Texto
Lenguaje:	English
Publicado:	American Chemical Society 2014
Acceso en línea:	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4227568/ https://www.ncbi.nlm.nih.gov/pubmed/25325706 http://dx.doi.org/10.1021/jo501914w

Ejemplares similares

Cascade aza-Wittig/6π-Electrocyclization in the Synthesis of 1,6-Dihydropyridines
por: Polychronidou, Vasiliki, et al.
Publicado: (2021)

Synthesis of Pyrroles via Consecutive 6π-Electrocyclization/Ring-Contraction of Sulfilimines
por: Haut, Franz-Lucas, et al.
Publicado: (2021)

Efficient synthesis of cyclic amidine-based fluorophores via 6π-electrocyclic ring closure
por: Li, Guofeng, et al.
Publicado: (2020)

Synthesis of cis-thiiranes as diastereoselective access to epoxide congeners via 4π-electrocyclization of thiocarbonyl ylides
por: Song, Su-min, et al.
Publicado: (2022)

Terminal Substituent Effects on the Reactivity, Thermodynamics, and Stereoselectivity of the 8π–6π Electrocyclization Cascades of 1,3,5,7-Tetraenes
por: Patel, Ashay, et al.
Publicado: (2014)

Restriction of the conrotatory motion in photo-induced 6π electrocyclic reaction: formation of the excited state of the closed-ring isomer in the cyclization
por: Nagasaka, Tatsuhiro, et al.
Publicado: (2020)

A New Route to α-Carbolines Based on 6π-Electrocyclization of Indole-3-alkenyl Oximes
por: Markey, Sophie J., et al.
Publicado: (2013)

Enyne diketones as substrate in asymmetric Nazarov cyclization for construction of chiral allene cyclopentenones
por: Tang, Shengbiao, et al.
Publicado: (2022)

Stereoselective Synthesis of Tropanes via a 6π‐Electrocyclic Ring‐Opening/ Huisgen [3+2]‐Cycloaddition Cascade of Monocyclopropanated Heterocycles
por: Sonnleitner, Carina M., et al.
Publicado: (2020)

Study of the Y-π, K-π AND π-π interactions
por: Franzini, P., et al.
Publicado: (1961)

Electrocyclic reactions : from fundamentals to research
por: Ansari, Farzana Latif
Publicado: (1999)

Resonances in pp¯ → ηπ+π−π+π− at rest
por: Anisovich, A V, et al.
Publicado: (2001)

As Nice as π: Aromatic Reactions Activated by π‐Coordination to Transition Metals
por: Williams, Luke J., et al.
Publicado: (2021)

π-Extended Rubrenes via Dearomative Annulative π-Extension Reaction
por: Matsuoka, Wataru, et al.
Publicado: (2022)

Synthesis of substituted 8H-benzo[h]pyrano[2,3-f]quinazolin-8-ones via photochemical 6π-electrocyclization of pyrimidines containing an allomaltol fragment
por: Milyutin, Constantine V, et al.
Publicado: (2023)

Coupled channel analysis of proton-antiproton annihilation into π0π0π0, π0ηη and π0π0η
por: Amsler, C, et al.
Publicado: (1995)

The π − η and π − η 0 Systems in Exclusive 190 GeV π − p Reactions at COMPASS (CERN)
por: Schlüter, Tobias
Publicado: (2014)

Proton-antiproton annihilation into π0π0π0, π0π0η and π0ηη at 900 MeV/c
por: Amsler, C
Publicado: (2001)

LHCb - Charm mixing in D0 → K±π∓π±π∓
por: Smallwood, Jennifer Clare
Publicado: (2022)

Computational insights into the mechanisms and origins of switchable selectivity in gold(i)-catalyzed annulation of ynamides with isoxazoles via 6π-electrocyclizations of azaheptatrienyl cations
por: Badeji, Abosede Adejoke, et al.
Publicado: (2023)

On the Nature of σ–σ, σ–π, and π–π Stacking in Extended Systems
por: Cabaleiro-Lago, Enrique M., et al.
Publicado: (2018)

Jet-Cooled Phosphorescence Excitation Spectrum of the T(1)(n,π*) ← S(0) Transition of 4H-Pyran-4-one
por: Parsons, Sean W., et al.
Publicado: (2023)

Topology of RNA–protein nucleobase–amino acid π–π interactions and comparison to analogous DNA–protein π–π contacts
por: Wilson, Katie A., et al.
Publicado: (2016)

Structural insights into the π-π-π stacking mechanism and DNA-binding activity of the YEATS domain
por: Klein, Brianna J., et al.
Publicado: (2018)

Analysis of Λ(1405) production data in the π(−)p → K(0)πΣ reaction at p(π) = 1.69 GeV/c
por: HASSANVAND, Maryam, et al.
Publicado: (2019)

Die Bestimmung von π π- Streuphasen auf der Grundlage einer Amplitudenanalyse der Reaktion π-p → π- π+ n bei 17Gev/c Primärimpuls
por: Ochs, Wolfgang
Publicado: (1973)

π-π stacking tackled with density functional theory
por: Swart, Marcel, et al.
Publicado: (2007)

Preshower detector for π+π− hadronic atom studies
por: Pentia, M, et al.
Publicado: (2009)

Intermolecular π–π Stacking Interactions Made Visible
por: Timmer, Brian Jacobus Jozefus, et al.
Publicado: (2020)

Are Heavy Pnictogen‐π Interactions Really “π Interactions”?
por: Schiavo, Eduardo, et al.
Publicado: (2021)

Thermodynamics of π–π Interactions of Benzene and Phenol in Water
por: Paik, Dooam, et al.
Publicado: (2022)

The estimation of production rates of $π^+ K^−, π^− K^+$ and $π^+π^−$ atoms in proton-nucleus interactions at 24 and 450 GeV/c
por: Gorchakov, O, et al.
Publicado: (2016)

Synthesis of π-Extended Thiele’s and Chichibabin’s Hydrocarbons and Effect of the π-Congestion on Conformations and Electronic States
por: Nishiuchi, Tomohiko, et al.
Publicado: (2022)

Dispersion Interactions in Exciton-Localized States. Theory and Applications to π–π* and n−π* Excited States
por: Jangrouei, Mohammad Reza, et al.
Publicado: (2022)

Noncovalent CH–π and π–π Interactions in Phosphoramidite Palladium(II) Complexes with Strong Conformational Preference
por: Žabka, Matej, et al.
Publicado: (2021)

N isobar production in π±p-reaction
por: Alitti, J, et al.
Publicado: (2016)

Gold-catalyzed bicyclic annulations of 4-methoxy-1,2-dienyl-5-ynes with isoxazoles to form indolizine derivatives via an Au-π-allene intermediate
por: Kulandai Raj, Antony Sekar, et al.
Publicado: (2019)

π–π Stacking Interaction of Metal Phenoxyl Radical Complexes
por: Oshita, Hiromi, et al.
Publicado: (2022)

Gold-catalyzed [4+3]- and [4+2]-annulations of 3-en-1-ynamides with isoxazoles via novel 6π-electrocyclizations of 3-azahepta trienyl cations
por: Giri, Sovan Sundar, et al.
Publicado: (2018)

Condensation Reactions of 3-Oxo-2-arylhydrazonopropanals with Active Methylene Reagents: Formation of 2-Hydroxy- and 2-Amino-6-substituted-5-arylazonicotinates and Pyrido[3,2-c]cinnolines via 6π-Electrocyclization Reactions
por: Al-Mousawi, Saleh M., et al.
Publicado: (2012)

Cannot write session to /tmp/vufind_sessions/sess_3e8hg30h57408g1k1adkh61f5q