scholarly journals Radical Addition to Strained σ-Bonds Enables the Stereocontrolled Synthesis of Cyclobutyl Boronic Esters

2019 ◽  
Vol 141 (24) ◽  
pp. 9511-9515 ◽  
Author(s):  
Mattia Silvi ◽  
Varinder K. Aggarwal
Keyword(s):  
Radical Addition ◽  
Stereocontrolled Synthesis ◽  
Boronic Esters

Stereocontrolled Synthesis of β-Amino Alcohols from Lithiated Aziridines and Boronic Esters

2009 ◽  
Vol 121 (6) ◽  
pp. 1169-1172 ◽  
Author(s):  
Frank Schmidt ◽  
Florian Keller ◽  
Emeline Vedrenne ◽  
Varinder K. Aggarwal
Keyword(s):  
Amino Alcohols ◽  
Stereocontrolled Synthesis ◽  
Boronic Esters

Stereocontrolled Synthesis of β-Amino Alcohols from Lithiated Aziridines and Boronic Esters

2009 ◽  
Vol 48 (6) ◽  
pp. 1149-1152 ◽  
Author(s):  
Frank Schmidt ◽  
Florian Keller ◽  
Emeline Vedrenne ◽  
Varinder K. Aggarwal
Keyword(s):  
Amino Alcohols ◽  
Stereocontrolled Synthesis ◽  
Boronic Esters

scholarly journals Stereocontrolled Synthesis of 1,4‐Dicarbonyl Compounds by Photochemical Organocatalytic Acyl Radical Addition to Enals

2019 ◽  
Vol 58 (4) ◽  
pp. 1213-1217 ◽  
Author(s):  
Giulio Goti ◽  
Bartosz Bieszczad ◽  
Alberto Vega‐Peñaloza ◽  
Paolo Melchiorre
Keyword(s):  
Radical Addition ◽  
Acyl Radical ◽  
Dicarbonyl Compounds ◽  
Stereocontrolled Synthesis

ChemInform Abstract: Homologation of Boronic Esters with Lithiated Epoxides for the Stereocontrolled Synthesis of 1,2- and 1,3-Diols and 1,2,4-Triols.

ChemInform ◽  
2009 ◽  
Vol 40 (20) ◽  
Author(s):  
Emeline Vedrenne ◽  
Olov A. Wallner ◽  
Maxime Vitale ◽  
Frank Schmidt ◽  
Varinder K. Aggarwal
Keyword(s):  
Stereocontrolled Synthesis ◽  
Boronic Esters

Stereocontrolled Synthesis of 1,5-Stereogenic Centers through Three-Carbon Homologation of Boronic Esters

2014 ◽  
Vol 53 (37) ◽  
pp. 9846-9850 ◽  
Author(s):  
Phillip J. Unsworth ◽  
Daniele Leonori ◽  
Varinder K. Aggarwal
Keyword(s):  
Stereocontrolled Synthesis ◽  
Boronic Esters ◽  
Stereogenic Centers

scholarly journals Boranes in Organic Chemistry 3. α-, β- and γ-Haloalkylboranes: The Perspective Vehicles for Organic Synthesis

2016 ◽  
Vol 5 (2) ◽  
pp. 83 ◽  
Author(s):  
V.M. Dembitsky ◽  
G.A. Tolstikov ◽  
M. Srebnik
Keyword(s):  
Organic Chemistry ◽  
Nucleophilic Substitution ◽  
Organic Synthesis ◽  
General Scheme ◽  
Radical Addition ◽  
Boronic Esters ◽  
Methods Of Synthesis ◽  
Boron Tribromide ◽  
Derivatives Of ◽  
Acid Esters

<p>The methods of synthesis of α− and β−haloalkylboranes, including chloration of alkylboronic acid esters, additive bromation and chloration of esters of vinyl- and alkenylboronic acids, addition of bromine to trivinylborazines have been considered. The reactions of radical addition of polyhaloidmethanes to vinylboranes, α− and β−unsaturated boronic esters, B-vinyl-B-arylboronic esters, B-trivinyl-B-triarylborazines were discussed. The hydroboration of acetylenic halogenides of dicycloalkylboranes, which led to halocontaining derivatives of dialkylvinylborane was separately considered. The examples of hydroboration of halogenides of allyl and vinyl types are presented. The reaction of dienic synthesis, which takes place between vinylchloroboranes or vinylboronic esters and tetra- or hexachlorocyclopentadienes has been discussed. The reaction of alkenes and allenes with boron tribromide was described. The Markovnikov and non-Markovnikov hydrobromation of boron vinylderivatives has been envisaged. The approaches to the synthesis of perfluoroalkylboranes on the base of hydroboration of perfluoroalkenes have been discussed. The methods of the synthesis of boronates, containing halogetaryl substituents, have been performed. The reactions of hydroboration of halogenides of allylic and propargylic types by 9-borabicyclononane have been shown. The regio- and stereoselectivity of the reaction has been discussed. The examples of the synthesis of boranes of the norbornene type were presented. The reaction of boroallylilation of allyl- and propargylhalogenides leading to the derivatives of 3-bora-bicyclo[3,3,1]-nonane has been discussed. Some directions of using of haloidalkylboranes in the synthesis have been discussed. The examples of nucleophilic substitution leading to oxyalkyl- and azidoalkylboranes have been presented. The route of obtaining of alcohols from α−haloidalkylboranes has been shown. The general scheme of synthesis of α−aminoboronic acids was perfomed. The general approach to the synthesis of allenes on the base of hydroboration products of propargyl halogenides has been discussed. The schemes of synthesis of 1,4-disubstituted-1,2,3-butatrienes are presented. The wide using reaction of introducing of vinylic group into substituent, bonding with boron atom in molecules of dialkylvinylboranes, was discussed. The reactions of new C-C bonds formation, based on the action of iodine on the alkylvinylboronates leading to 1,3-dienes and alkylidencyclanes have been shown. Τhe route of the synthesis of cyclopropanes from β−haloidalkylboranes has been discussed.</p>

Stereocontrolled Synthesis of 1,5-Stereogenic Centers through Three-Carbon Homologation of Boronic Esters

2014 ◽  
Vol 126 (37) ◽  
pp. 10004-10008 ◽  
Author(s):  
Phillip J. Unsworth ◽  
Daniele Leonori ◽  
Varinder K. Aggarwal
Keyword(s):  
Stereocontrolled Synthesis ◽  
Boronic Esters ◽  
Stereogenic Centers

Decarboxylative Radical Addition to Methylideneoxazolidinones for Stereocontrolled Synthesis of Selectively Protected Diamino Diacids

2021 ◽  
Vol 23 (18) ◽  
pp. 7270-7273
Author(s):  
Yu-Ting Hsiao ◽  
Jonathan Beadle ◽  
Cameron Pascoe ◽  
Ritesh Annadate ◽  
John C. Vederas
Keyword(s):  
Radical Addition ◽  
Stereocontrolled Synthesis

ChemInform Abstract: Stereocontrolled Synthesis of 1,5-Stereogenic Centers Through Three-Carbon Homologation of Boronic Esters.

ChemInform ◽  
2015 ◽  
Vol 46 (9) ◽  
pp. no-no
Author(s):  
Phillip J. Unsworth ◽  
Daniele Leonori ◽  
Varinder K. Aggarwal
Keyword(s):  
Stereocontrolled Synthesis ◽  
Boronic Esters ◽  
Stereogenic Centers

scholarly journals Stereocontrolled Synthesis of 1,4‐Dicarbonyl Compounds by Photochemical Organocatalytic Acyl Radical Addition to Enals

2018 ◽  
Vol 131 (4) ◽  
pp. 1226-1230 ◽  
Author(s):  
Giulio Goti ◽  
Bartosz Bieszczad ◽  
Alberto Vega‐Peñaloza ◽  
Paolo Melchiorre
Keyword(s):  
Radical Addition ◽  
Acyl Radical ◽  
Dicarbonyl Compounds ◽  
Stereocontrolled Synthesis
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