Cargando…

Regio- and Enantioselective Catalytic Monoepoxidation of Conjugated Dienes: Synthesis of Chiral Allylic cis-Epoxides

[Image: see text] Ti(IV)-salan 4 catalyzes the diastereo- and enantioselective monoepoxidation of conjugated dienes using 30% H(2)O(2) at rt or below even in the presence of other olefins and adjacent stereocenters. Its enantiomer, ent-4, provides access to the opposite diastereomer or enantiomer. T...

Descripción completa

Detalles Bibliográficos
Autores principales:	Jat, Jawahar L., De, Saroj Ranjan, Kumar, Ganesh, Adebesin, Adeniyi Michael, Gandham, Shyam K., Falck, John R.
Formato:	Online Artículo Texto
Lenguaje:	English
Publicado:	American Chemical Society 2015
Acceso en línea:	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4342986/ https://www.ncbi.nlm.nih.gov/pubmed/25668127 http://dx.doi.org/10.1021/acs.orglett.5b00281

Ejemplares similares

Regio- and Stereoselective Monoepoxidation of Dienes using Methyltrioxorhenium: Synthesis of Allylic Epoxides
por: De, Saroj Ranjan, et al.
Publicado: (2014)

Nickel/Brønsted acid dual-catalyzed regio- and enantioselective hydrophosphinylation of 1,3-dienes: access to chiral allylic phosphine oxides
por: Long, Jiao, et al.
Publicado: (2021)

Stereoretentive Regio‐ and Enantioselective Allylation of Isoxazolinones by a Planar Chiral Palladacycle Catalyst
por: Yu, Xin, et al.
Publicado: (2022)

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

Chiral cis-iron(ii) complexes with metal- and ligand-centered chirality for highly regio- and enantioselective alkylation of N-heteroaromatics
por: Wei, Jinhu, et al.
Publicado: (2019)

Photochemical Organocatalytic Regio‐ and Enantioselective Conjugate Addition of Allyl Groups to Enals
por: Berger, Martin, et al.
Publicado: (2021)

Crossed Regio‐ and Enantioselective Iron‐Catalyzed [4+2]‐Cycloadditions of Unactivated Dienes
por: Braconi, Elena, et al.
Publicado: (2021)

Chemodivergent, Regio‐ and Enantioselective Cycloaddition Reactions between 1,3‐Dienes and Alkynes
por: Singh, Dipshi, et al.
Publicado: (2023)

Palladium-catalyzed regio- and enantioselective migratory allylic C(sp(3))-H functionalization
por: Chen, Ye-Wei, et al.
Publicado: (2021)

Synthesis of 1-[bis(trifluoromethyl)phosphine]-1’-oxazolinylferrocene ligands and their application in regio- and enantioselective Pd-catalyzed allylic alkylation of monosubstituted allyl substrates
por: Lai, Zeng-Wei, et al.
Publicado: (2014)

Access to P-chiral phosphine oxides by enantioselective allylic alkylation of bisphenols
por: Yang, Guo-Hui, et al.
Publicado: (2019)

Enantioselective terpolymerization of racemic and meso-epoxides with anhydrides for preparation of chiral polyesters
por: Li, Jie, et al.
Publicado: (2020)

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)

Enantioselective palladaelectro-catalyzed C–H olefinations and allylations for N–C axial chirality
por: Dhawa, Uttam, et al.
Publicado: (2021)

Silylium-Catalyzed Regio- and Stereoselective Carbosilylation of Ynamides with Allylic Trimethylsilanes
por: Yepes, Paz, et al.
Publicado: (2023)

Regio- and Stereoselective Allylindation of Alkynes Using InBr(3) and Allylic Silanes: Synthesis, Characterization, and Application of 1,4-Dienylindiums toward Skipped Dienes
por: Nishimoto, Yoshihiro, et al.
Publicado: (2018)

Silicon-oriented regio- and enantioselective rhodium-catalyzed hydroformylation
por: You, Cai, et al.
Publicado: (2018)

Synergistic chiral iminium and palladium catalysis: Highly regio- and enantioselective [3 + 2] annulation reaction of 2-vinylcyclopropanes with enals
por: Zhu, Haipan, et al.
Publicado: (2016)

Regio‐ and Stereoselective Epoxidation and Acidic Epoxide Opening of Antibacterial and Antiplasmodial Chlorotonils Yield Highly Potent Derivatives
por: Hofer, Walter, et al.
Publicado: (2022)

syn‐Selective Epoxidation of Chiral Terminal Allylic Alcohols with a Titanium Salalen Catalyst and Hydrogen Peroxide
por: Severin, Fabian, et al.
Publicado: (2022)

Chiral Pentacarboxycyclopentadiene-Based Brønsted Acid-Catalyzed Enantioselective Desymmetrization of Meso-Epoxides by 2-Mercaptobenzothiazoles
por: Yuan, Chao, et al.
Publicado: (2018)

Understand the Specific Regio- and Enantioselectivity of Fluostatin Conjugation in the Post-Biosynthesis
por: Wang, Yuanqi, et al.
Publicado: (2020)

Copper-Catalyzed Enantioselective Borylative Allyl–Allyl Coupling of Allenes and Allylic gem-Dichlorides
por: Piñeiro-Suárez, Martín, et al.
Publicado: (2023)

Nickel-catalyzed regio- and enantio-selective Markovnikov hydromonofluoroalkylation of 1,3-dienes
por: Liao, Ling, et al.
Publicado: (2022)

Enantioselective Allylation of Stereogenic Nitrogen Centers
por: Zaitseva, Snizhana, et al.
Publicado: (2023)

Chiral ion-pair organocatalyst promotes highly enantioselective 3-exo iodo-cycloetherification of allyl alcohols
por: Shen, Zhigao, et al.
Publicado: (2015)

Organocatalyzed enantioselective desymmetrization of aziridines and epoxides
por: Wang, Ping-An
Publicado: (2013)

Application of Polysaccharide-Based Chiral High-Performance Liquid Chromatography Columns for the Separation of Regio-, E/Z-, and Enantio–Isomeric Mixtures of Allylic Compounds
por: Ohji, Takehito, et al.
Publicado: (2022)

The first chiral diene-based metal–organic frameworks for highly enantioselective carbon–carbon bond formation reactions
por: Sawano, Takahiro, et al.
Publicado: (2015)

Regio- and enantioselective remote hydroarylation using a ligand-relay strategy
por: He, Yuli, et al.
Publicado: (2022)

Production of Chemoenzymatic Catalyzed Monoepoxide Biolubricant: Optimization and Physicochemical Characteristics
por: Salimon, Jumat, et al.
Publicado: (2012)

Nickel-catalyzed enantioselective allylic alkylation of lactones and lactams with unactivated allylic alcohols
por: Ngamnithiporn, Aurapat, et al.
Publicado: (2018)

Lanthanide complexes combined with chiral salen ligands: application in the enantioselective epoxidation reaction of α,β-unsaturated ketones
por: Xia, Xuexiu, et al.
Publicado: (2019)

Tandem Dearomatization/Enantioselective Allylic Alkylation of Pyridines
por: Greßies, Steffen, et al.
Publicado: (2023)

Chiral phosphine-catalyzed tunable cycloaddition reactions of allenoates with benzofuranone-derived olefins for a highly regio-, diastereo- and enantioselective synthesis of spiro-benzofuranones
por: Wang, De, et al.
Publicado: (2015)

Catalyst Control over Regio- and Enantioselectivity in Baeyer–Villiger Oxidations of Functionalized Ketones
por: Romney, David K., et al.
Publicado: (2014)

Ring‐Opening Regio‐, Diastereo‐, and Enantioselective 1,3‐Chlorochalcogenation of Cyclopropyl Carbaldehydes
por: Wallbaum, Jan, et al.
Publicado: (2016)

Ir-Catalyzed Chemo-, Regio-, and Enantioselective Allylic Enolization of 6,6-Dimethyl-3-((trimethylsilyl)oxy)cyclohex-2-en-1-one Involving Keto-Enol Isomerization
por: Wang, Xiao-Lin, et al.
Publicado: (2022)

Ni-Catalyzed Enantioselective Hydrofunctionalizations of 1,3-Dienes
por: Flaget, Arthur, et al.
Publicado: (2022)

Catalytic Enantioselective Synthesis of N-C Axially Chiral N-(2,6-Disubstituted-phenyl)sulfonamides through Chiral Pd-Catalyzed N-Allylation
por: Fukasawa, Sota, et al.
Publicado: (2022)

Cannot write session to /tmp/vufind_sessions/sess_p2jnge6oefph3eloiig2q48m4s