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Browsing by Author "Blay, Gonzalo"

Now showing items 1-20 of 20

Catalytic Asymmetric Formal [3+2] Cycloaddition of 2-Isocyanatomalonate Esters and Unsaturated Imines: Synthesis of Highly Substituted Chiral g-Lactams

Espinosa, Miguel; Blay, Gonzalo; Cardona, Luz; Muñoz Roca, María Del Carmen; Pedro, José R. (John Wiley & Sons, 2017-10-20)

[EN] Unlike their isocyano and isothiocyanato analogues, isocyanato esters remain almost unexplored as formal 1,3-dipoles in asymmetric catalytic reactions. The first asymmetric formal [3+2] cycloaddition involving ...
Catalytic Diastereo- and Enantioselective Synthesis of Tertiary Trifluoromethyl Carbinols through a Vinylogous Aldol Reaction of Alkylidenepyrazolones with Trifluoromethyl Ketones

Carceller-Ferrer, Laura; González del Campo, Aleix; Vila, Carlos; Blay, Gonzalo; Muñoz Roca, María Del Carmen; Pedro, José R. (American Chemical Society, 2022-04-01)

[EN] A diastereo- and enantioselective organocatalyticaldol reaction between alkylidenepyrazolones and trifluoromethylketones leading to chiral tertiary alcohols bearing a trifluoromethylgroup is presented. The methodology ...
Catalytic Diastereo- and Enantioselective Vinylogous Mannich Reaction of Alkylidenepyrazolones to Isatin-Derived Ketimines

Carceller-Ferrer, Laura; Vila, Carlos; Blay, Gonzalo; Muñoz Roca, María Del Carmen; Pedro, José R. (American Chemical Society, 2021-10-01)

[EN] A valuable organocatalytic vinylogous Mannich reaction between alkylidenepyrazolones and isatin-derived ketimines has been successfully established. Squaramide organocatalyst, prepared from quinine, catalyzed the ...
Catalytic Enantioselective Conjugate Alkynylation of α,β-Unsaturated 1,1,1-Trifluoromethyl Ketones with Terminal Alkynes

Sanz Marco, Amparo; Blay, Gonzalo; Muñoz Roca, María del Carmen; Pedro, José R. (Wiley, 2016-07-11)

The first catalytic enantioselective conjugate alkynylation of α,β-unsaturated 1,1,1-trifluoromethyl ketones has been carried out. Terminal alkynes and 1,3-diynes were treated with trifluoromethyl ketones in the presence ...
Diastereoselective Michael addition of (S)-mandelic acid enolate to 2-arylidene-1,3-diketones: enantioselective diversity-oriented synthesis of densely substituted pyrazoles

Blay, Gonzalo; Fernández, Isabel; Molina, Eva; Muñoz Roca, María Del Carmen; Pedro, Jose R.; Vila, Carlos (Elsevier, 2006-08-21)

[EN] A diversity-oriented approach to enantiomerically pure densely substituted pyrazoles, ¿-aryl-¿-pyrazolylatrolactic acid and ¿-aryl-¿-pyrazolylacetophenones has been developed. The approach utilises the conjugated ...
Efficient Synthesis of 5-Chalcogenyl-1,3-oxazin-2-ones by Chalcogen-Mediated Yne Carbamate Cyclisation: An Experimental and Theoretical Study

Monleón, Alicia; Blay, Gonzalo; Domingo, Luis R.; Muñoz Roca, María del Carmen; Pedro, José R. (Wiley-VCH Verlag, 2015-02)

A very efficient synthesis of 5-chalcogenyl-1,3-oxazin-2-ones has been accomplished by the chalcogen-mediated yne-carbamate cyclisation of chiral, non-racemic N-Cbz-protected propargylic amines using PhXY (X = Se, S, Te; ...
Enantioselective Addition of Sodium Bisulfite to Nitroalkenes. A Convenient Approach to Chiral Sulfonic Acids

Sheikhi, Ehsan; Rezaei, Narjes; Castilla, Alvaro; Sanz-Marco, Amparo; Vila, Carlos; Muñoz Roca, María Del Carmen; Pedro, Jose R.; Blay, Gonzalo (John Wiley & Sons, 2021-10-07)

[EN] An enantioselective organocatalytic addition of sodium bisulfite to (E)-nitroalkenes has been developed by using a chiral bifunctional organocatalyst. The present methodology provides a variety of chiral beta-nitroe ...
Enantioselective Synthesis of 2-Amino-1,1-diarylalkanes Bearing a Carbocyclic Ring Substituted Indole through Asymmetric Catalytic Reaction of Hydroxyindoles with Nitroalkenes

Vila, Carlos; Rostoll-Berenguer, Jaume; Sánchez-García, Rubén; Blay, Gonzalo; Fernandez, Isabel; Muñoz Roca, María Del Carmen; Pedro, Jose R. (American Chemical Society, 2018-06-15)

[EN] An asymmetric catalytic reaction of hydroxyindoles with nitroalkenes leading to the Friedel-Crafts alkylation in the carbocyclic ring of indole is presented. The method is based on the activating/directing effects of ...
Enantioselective synthesis of 2-substituted-1,4-diketones from (S)-mandelic acid enolate and alpha, beta-enones

Blay, Gonzalo; Fernandez, Isabel; Monje, Belen; Muñoz Roca, María Del Carmen; Pedro, Jose R.; Vila, Carlos (Elsevier, 2006-09-22)

[EN] An approach for the synthesis of chiral non-racemic 2-substituted-1,4-diketones from (S)-mandelic acid and ¿,ß-enones has been developed. The reaction of lithium enolate of the 1,3-dioxolan-4-one derived from optically ...
Enantioselective Synthesis of 4-Substituted Dihydrocoumarins through a Zinc Bis(hydroxyamide)-Catalyzed Conjugate Addition of Terminal Alkynes

Blay, Gonzalo; Muñoz Roca, María del Carmen; Pedro, Jose R; Sanz-Marco, Amparo (Wiley-VCH Verlag, 2013-04-15)

A new enantioselective catalyst for the conjugate addition of terminal alkynes has been developed. Terminal alkynes react with 3-alkoxycarbonylcoumarins in the presence of diethylzinc and bis(hydroxyamide) ligands to ...
Enantioselective Synthesis of 5-Trifluoromethyl-2-oxazolines under Dual Silver/Organocatalysis

Martinez-Pardo, Pablo; Blay, Gonzalo; Vila, Carlos; Sanz-Marco, Amparo; Muñoz Roca, María Del Carmen; Pedro, Jose R. (American Chemical Society, 2019)

[EN] The first enantioselective formal [3 + 2] cycloaddition between ¿-isocyanoesters and trifluoromethylketones to give 5-trifluoromethyl-2-oxazolines bearing two contiguous stereogenic centers, one of them being a ...
Highly enantioselective copper(I)-catalyzed conjugate addition of 1,3-diynes to a,b-unsaturated trifluoromethyl ketones

Sanz-Marco, Amparo; Blay, Gonzalo; Muñoz Roca, María Del Carmen; Pedro, J.R. (Royal Society of Chemistry, 2015)

[EN] The conjugate diynylation of a,b-unsaturated trifluoromethyl ketones is carried out in the presence of a low catalytic load (2.5 mol%) of a copper(I)–MeOBIPHEP complex, triethylamine and a terminal 1,3-diyne. Pre ...
Metal-Free Diastereo- and Enantioselective Dearomative Formal [3+2] Cycloaddition of 2-Nitrobenzofurans and Isocyanoacetate Esters

Laviós, Adrian; Sanz-Marco, Amparo; Vila, Carlos; Muñoz Roca, María Del Carmen; Pedro, José R.; Blay, Gonzalo (American Chemical Society, 2022-03-25)

[EN] The diastereo- and enantioselective dearomative formal [3 + 2] cycloaddition of 2-nitrobenzofurans and alpha-aryl-alpha isocyanoacetate esters provides tricyclic compounds bearing the 3a,8b-dihydro-1H-benzofuro[2,3-c]pyrrole ...
Organocatalytic Asymmetric Addition of Naphthols and Electron-Rich Phenols to Isatin-Derived Ketimines: Highly Enantioselective Construction of Tetrasubstituted Stereocenters

Montesinos Magraner, Marc; Vila, Carlos; Cantón, Rubén; Blay, Gonzalo; Fernández, Isabel; Muñoz Roca, María del Carmen; Pedro, José R. (Wiley, 2015)

A quinine-derived thiourea organocatalyst promoted the highly enantioselective addition of naphthols and activated phenols to ketimines derived from isatins. The reaction afforded chiral 3-amino-2-oxindoles with a ...
Organocatalytic Enantioselective Alkylation of Pyrazol-3-ones with Isatin-Derived Ketimines: Stereocontrolled Construction of Vicinal Tetrasubstituted Stereocenters

Amr, Fares Ibrahim; Vila, Carlos; Blay, Gonzalo; Muñoz Roca, María del Carmen; Pedro, José R. (Wiley, 2016-05-19)

A quinine-derived thiourea catalysed the enantioselective addition of 4-substituted pyrazolones to isatin-derived ketimines, providing a variety of aminooxindole-pyrazolone adducts containing congested vicinal ...
Organocatalytic Enantioselective Friedel-Crafts Alkylation of 1-Naphthol Derivatives and Activated Phenols with Ethyl Trifluoropyruvate

Montesinos Magraner, Marc; Vila, Carlos; Blay, Gonzalo; Fernández, Isabel; Muñoz Roca, María del Carmen; Pedro, José R. (Wiley, 2015-10-12)

An organocatalytic enantioselective Friedel–Crafts alkylation of a series of substituted 1- naphthol derivatives and activated phenols with ethyl trifluoropyruvate, catalyzed by a quinine-derived squaramide, is presented. ...
Organocatalytic Enantioselective Friedel-Crafts Aminoalkylation of Indoles in the Carbocyclic Ring

Montesinos Magraner, Marc; Vila, Carlos; Rendón Patiño, Alejandra; Blay, Gonzalo; Fernández, Isabel; Muñoz Roca, María del Carmen; Pedro, José R. (American Chemical Society, 2016)

The first general catalytic method for the, so far elusive, enantioselective Friedel−Crafts functionalization of indoles in the carbocyclic ring is presented. This transformation contrasts with the usual tendency of these ...
Organocatalytic Enantioselective Synthesis of Pyrazoles Bearing a Quaternary Stereocenter

Vila, Carlos; Amr, Fares Ibrahim; Blay, Gonzalo; Muñoz Roca, María del Carmen; Pedro, José R. (Wiley, 2016-05-20)

An efficient one-pot asymmetric synthesis of pyrazoles bearing a chiral quaternary stereocenter has been developed. Quinine-derived thiourea catalyzed the enantioselective addition of pyrazolones to isatin-derived ketimines, ...
Stereselective Synthesis of 4-Hydroxy-8,12-Guaianolides from Santonin

Blay, Gonzalo; Bargues, Victoria; Cardona, Luz; Collado, Ana M.; García, Begoña; Muñoz Roca, María Del Carmen; Pedro, Jose R. (American Chemical Society, 2000-04-07)

[EN] Hydroxyester 2, easily obtained from santonin (1), has been transformed into 10¿-hydroxyguai-3-en-8,12-olide 6, a good intermediate for the synthesis of natural 8,12-guaianolides. Compound 6 was obtained from 2 by ...
Synthesis of Densely Functionalised 5-Halogen-1,3-oxazin-2-ones byHalogen-Mediated Regioselective Cyclisation of N-Cbz-ProtectedPropargylic Amines: A Combined Experimental and Theoretical Study

Monleon, Alicia; Blay, Gonzalo; Domingo, Luis R.; Muñoz Roca, María del Carmen; Pedro, José R. (Wiley-VCH Verlag, 2013-10-25)

A very efficient synthesis of 5-halogen-1,3-oxazin-2-ones has been accomplished by the halocyclisation reaction of chiral nonracemic N-carbobenzyloxy (N-Cbz)-protected propargylic amines by using I-2, Br-2 and Cl-2 as ...