Cargando…

Stereocontrolled Total Synthesis of Bastimolide B Using Iterative Homologation of Boronic Esters

[Image: see text] Bastimolide B is a polyhydroxy macrolide isolated from marine cyanobacteria displaying antimalarial activity. It features a dense array of hydroxylated stereogenic centers with 1,5-relationships along a hydrocarbon chain. These 1,5-polyols represent a particularly challenging motif...

Descripción completa

Detalles Bibliográficos
Autores principales:	Fiorito, Daniele, Keskin, Selbi, Bateman, Joseph M., George, Malcolm, Noble, Adam, Aggarwal, Varinder K.
Formato:	Online Artículo Texto
Lenguaje:	English
Publicado:	American Chemical Society 2022
Acceso en línea:	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9100475/ https://www.ncbi.nlm.nih.gov/pubmed/35499478 http://dx.doi.org/10.1021/jacs.2c03192

Ejemplares similares

Regio‐ and Stereoselective Homologation of 1,2‐Bis(Boronic Esters): Stereocontrolled Synthesis of 1,3‐Diols and Sch 725674
por: Fawcett, Alexander, et al.
Publicado: (2016)

Stereocontrolled Total Synthesis of (−)‐Stemaphylline
por: Varela, Ana, et al.
Publicado: (2017)

Diastereodivergent Synthesis of Cyclopentyl Boronic Esters Bearing Contiguous Fully Substituted Stereocenters
por: Fairchild, Molly E., et al.
Publicado: (2022)

Visible‐Light‐Mediated Decarboxylative Radical Additions to Vinyl Boronic Esters: Rapid Access to γ‐Amino Boronic Esters
por: Noble, Adam, et al.
Publicado: (2018)

Chiral Aniline Synthesis via Stereospecific C(sp(3))–C(sp(2)) Coupling of Boronic Esters with Aryl Hydrazines
por: Ganesh, Venkataraman, et al.
Publicado: (2018)

Enantiospecific Trifluoromethyl‐Radical‐Induced Three‐Component Coupling of Boronic Esters with Furans
por: Wang, Yahui, et al.
Publicado: (2017)

Dual Nickel/Photoredox‐Catalyzed Site‐Selective Cross‐Coupling of 1,2‐Bis‐Boronic Esters Enabled by 1,2‐Boron Shifts
por: Wang, Hui, et al.
Publicado: (2022)

Stereodivergent Olefination of Enantioenriched Boronic Esters
por: Armstrong, Roly J., et al.
Publicado: (2016)

Enantiospecific sp(2)–sp(3) Coupling of ortho‐ and para‐Phenols with Secondary and Tertiary Boronic Esters
por: Wilson, Claire M., et al.
Publicado: (2017)

Development of Enantiospecific Coupling of Secondary and Tertiary Boronic Esters with Aromatic Compounds
por: Odachowski, Marcin, et al.
Publicado: (2016)

Selective Coupling of 1,2‐Bis‐Boronic Esters at the more Substituted Site through Visible‐Light Activation of Electron Donor–Acceptor Complexes
por: Wang, Hui, et al.
Publicado: (2022)

Stereocontrolled synthesis of some novel functionalized heterocyclic amino ester and amide derivatives with multiple stereocenters
por: Semghouli, Anas, et al.
Publicado: (2023)

Enantiospecific Synthesis of ortho-Substituted Benzylic Boronic Esters by a 1,2-Metalate Rearrangement/1,3-Borotropic Shift Sequence
por: Aichhorn, Stefan, et al.
Publicado: (2017)

On the proposed structures and stereocontrolled synthesis of the cephalosporolides
por: Tlais, Sami F, et al.
Publicado: (2012)

Stereocontrolled Synthesis and Functionalization of Cyclobutanes and Cyclobutanones
por: Secci, Francesco, et al.
Publicado: (2013)

Enantiospecific Alkynylation of Alkylboronic Esters
por: Wang, Yahui, et al.
Publicado: (2016)

Stereocontrolled Synthesis of 2‐Fluorinated C‐Glycosides
por: Sadurní, Anna, et al.
Publicado: (2018)

Alkynyl Moiety for Triggering 1,2‐Metallate Shifts: Enantiospecific sp(2)–sp(3) Coupling of Boronic Esters with p‐Arylacetylenes
por: Ganesh, Venkataraman, et al.
Publicado: (2017)

Short Enantioselective Total Synthesis of Tatanan A and 3‐epi‐Tatanan A Using Assembly‐Line Synthesis
por: Noble, Adam, et al.
Publicado: (2016)

Stereospecific 1,2‐Migrations of Boronate Complexes Induced by Electrophiles
por: Wang, Hui, et al.
Publicado: (2020)

Stereocontrolled Access to Quaternary Centers by Birch Reduction/Alkylation of Chiral Esters of Salicylic Acids
por: Kozlowski, Ryan A., et al.
Publicado: (2023)

Chemoselective Boronic Ester Synthesis by Controlled Speciation**
por: Fyfe, James W B, et al.
Publicado: (2014)

Independent Control of Elastomer Properties through Stereocontrolled Synthesis
por: Bell, Craig A., et al.
Publicado: (2016)

Highly stereocontrolled total synthesis of racemic codonopsinol B through isoxazolidine-4,5-diol vinylation
por: Ďurina, Lukáš, et al.
Publicado: (2021)

Short Convergent Synthesis of the Mycolactone Core Through Lithiation–Borylation Homologations
por: Brown, Christopher A., et al.
Publicado: (2015)

A Dynamic Thermodynamic Resolution Strategy for the Stereocontrolled Synthesis of Streptonigrin
por: Valdez Pérez, Luis F., et al.
Publicado: (2022)

Collective total synthesis of C4-oxygenated securinine-type alkaloids via stereocontrolled diversifications on the piperidine core
por: Park, Sangbin, et al.
Publicado: (2022)

Novel Silsesquioxane-Derived Boronate Esters—Synthesis and Thermal Properties
por: Frydrych, Miłosz, et al.
Publicado: (2021)

Highly stereocontrolled synthesis of trans-enediynes via carbocupration of fluoroalkylated diynes
por: Konno, Tsutomu, et al.
Publicado: (2012)

Stereocontrolled Synthesis of α-Xylofuranosides Using a Conformationally Restricted Donor
por: Zhang, Li, et al.
Publicado: (2018)

Simple, Chemoselective Hydrogenation with Thermodynamic Stereocontrol
por: Iwasaki, Kotaro, et al.
Publicado: (2014)

Aminodiols via Stereocontrolled Oxidation of Methyleneaziridines
por: Rigoli, Jared W., et al.
Publicado: (2014)

Novel stereocontrolled syntheses of tashiromine and epitashiromine
por: Kiss, Loránd, et al.
Publicado: (2015)

Inverted stereocontrol of iridoid synthase in snapdragon
por: Kries, Hajo, et al.
Publicado: (2017)

Stereocontrolled semi-syntheses of deguelin and tephrosin
por: Russell, David A., et al.
Publicado: (2017)

Selective uni- and bidirectional homologation of diborylmethane
por: Blair, Daniel J., et al.
Publicado: (2017)

Stereocontrolled Synthesis of Fluorinated Isochromans via Iodine(I)/Iodine(III) Catalysis
por: Häfliger, Joel, et al.
Publicado: (2022)

The homology of iterated loop spaces
por: Cohen, Frederick R, et al.
Publicado: (1976)

Remote functionalization of hydrocarbons with reversibility enhanced stereocontrol
por: Vasseur, Alexandre, et al.
Publicado: (2015)

Polyketide stereocontrol: a study in chemical biology
por: Weissman, Kira J
Publicado: (2017)

Cannot write session to /tmp/vufind_sessions/sess_hfnai4rrp1rl3vvaedqlu3ultf