Synthesis of polyunsaturated fatty boronic esters and their in vitro inhibition to HCT116 cell lines
Sign Up to like & getrecommendations! Published in 2019 at "Tetrahedron"
DOI: 10.1016/j.tet.2019.130578
Abstract: Abstract Five polyunsaturated fatty boronic esters (PUFB) were synthesized using a photoinduced decarboxylative borylation reaction from corresponding polyunsaturated fatty acids (PUFA) and in vitro anti-proliferation activity of these molecules on HCT116 cell lines was tested. The… read more here.
Keywords: polyunsaturated fatty; cell lines; hct116 cell; fatty boronic ... See more keywords
Aryl Boronic Esters Are Stable on Silica Gel and Reactive under Suzuki-Miyaura Coupling Conditions.
Sign Up to like & getrecommendations! Published in 2022 at "Organic letters"
DOI: 10.1021/acs.orglett.2c01174
Abstract: A wide range of aryl boronic 1,1,2,2-tetraethylethylene glycol esters [ArB(Epin)s] were readily synthesized. Purifying aryl boronic esters by conventional silica gel chromatography is generally challenging; however, these introduced derivatives are easily purified on silica gel… read more here.
Keywords: silica gel; boronic esters; suzuki miyaura; aryl boronic ... See more keywords
Copper-Catalyzed Reactions of Alkenyl Boronic Esters via Chan-Evans-Lam Coupling/Annulation Cascades: Substrate Selective Synthesis of Dihydroquinazolin-4-ones and Polysubstituted Quinolines.
Sign Up to like & getrecommendations! Published in 2022 at "Organic letters"
DOI: 10.1021/acs.orglett.2c02522
Abstract: Copper-catalyzed cascade cyclization reactions between alkenyl boronic esters and N-H-based nucleophiles have been established, providing new approaches for one-pot assembly of azacycles. Following the Chan-Evans-Lam C-N couplings, the cyclization processes occur via divergent pathways based… read more here.
Keywords: reactions alkenyl; boronic esters; evans lam; alkenyl boronic ... See more keywords
Synthesis and Functionalization of Tertiary Propargylic Boronic Esters by Alkynyllithium-Mediated 1,2-Metalate Rearrangement of Borylated Cyclopropanes
Sign Up to like & getrecommendations! Published in 2022 at "Organic Letters"
DOI: 10.1021/acs.orglett.2c03756
Abstract: Implementing the use of alkynyllithium reagents in a stereospecific 1,2-metalate rearrangement-mediated ring opening of polysubstituted cyclopropyl boronic esters provides a variety of tertiary pinacol boranes bearing adjacent tertiary or quaternary carbon stereocenters with high levels… read more here.
Keywords: metalate rearrangement; boronic esters; functionalization tertiary; synthesis functionalization ... See more keywords
Synthesis of Trisubstituted Alkenyl Boronic Esters from Alkenes Using the Boryl-Heck Reaction.
Sign Up to like & getrecommendations! Published in 2018 at "Organic letters"
DOI: 10.1021/acs.orglett.8b02949
Abstract: The direct borylation of disubstituted alkenes is reported. These conditions allow for the conversion of a variety 1,1- and 1,2-disubstituted alkenes to trisubstituted alkenyl boronic esters with outstanding yields and excellent E/ Z selectivities. The… read more here.
Keywords: synthesis trisubstituted; boryl heck; reaction; boronic esters ... See more keywords
Potassium Trimethylsilanolate Enables Rapid, Homogeneous Suzuki-Miyaura Cross-Coupling of Boronic Esters.
Sign Up to like & getrecommendations! Published in 2020 at "ACS catalysis"
DOI: 10.1021/acscatal.9b04353
Abstract: Herein, a mild and operationally simple method for the Suzuki-Miyaura cross-coupling of boronic esters is described. Central to this advance is the use of the organic-soluble base, potassium trimethylsilanolate, which allows for a homogeneous, anhydrous… read more here.
Keywords: miyaura cross; cross; coupling boronic; boronic esters ... See more keywords
Copper-Catalyzed Coupling of Alkyl Vicinal Bis(boronic Esters) to an Array of Electrophiles.
Sign Up to like & getrecommendations! Published in 2022 at "Journal of the American Chemical Society"
DOI: 10.1021/jacs.2c02817
Abstract: A neighboring boronate group in the substrate provides a dramatic rate acceleration in transmetalation to copper and thereby enables organoboronic esters to participate in unprecedented site-selective cross-couplings. This cross-coupling operates under practical experimental conditions and… read more here.
Keywords: bis boronic; boronic esters; vicinal bis; catalyzed coupling ... See more keywords
Desymmetrization of Vicinal Bis(boronic) Esters by Enantioselective Suzuki-Miyaura Cross-Coupling Reaction.
Sign Up to like & getrecommendations! Published in 2023 at "Journal of the American Chemical Society"
DOI: 10.1021/jacs.3c01571
Abstract: The development of an enantioselective catalytic Suzuki-Miyaura reaction that applies to meso 1,2-diborylcycloalkanes is described. This reaction provides a modular route to enantiomerically enriched substituted carbocycles and heterocycles that retain a synthetically versatile boronic ester.… read more here.
Keywords: reaction; boronic esters; suzuki miyaura; desymmetrization vicinal ... See more keywords