Síntesis Asimétrica

Otro sitio más de Blogs de la Universidad de Valladolid

Recent papers

Recent papers

José M. Andrés, Jorge Losada, Alicia Maestro, Patricia Rodríguez-Ferrer, Rafael Pedrosa.

“Supported and Unsupported Chiral Squaramides as Organocatalysts for Stereoselective Michael Additions: Synthesis of Enantiopure Chromenes and Spirochromanes.”

J. Org. Chem. 2017, 82, 8444−8454.


José M. Andrés, Alicia Maestro, Fernando González, Rafael Pedrosa, María Valle.

“Biodegradable Chitosan-derived Thioureas as Recoverable Supported Organocatalysts. Application to the Stereoselective Aza-Henry Reaction.”

Eur. J. Org. Chem. 2017, 3658-3665.


Rebeca Infante, José M. Martín-Alvarez, Celia Andrés and Javier Nieto.

“Dimethylzinc-Mediated Addition of Phenylacetylene to alpha-Diketones Catalyzed by Chiral Perhydro-1,3-benzoxazines.”

Organic Letters 2017, 19 (7), 1516–1519.


José M. Andrés, Miguel González, Alicia Maestro, Daniel Naharro, Rafael Pedrosa.

Novel Recyclable Chiral Bifunctional Thioureas derived from [60]Fullerene and their use as Highly Efficient Organocatalysts for Asymmetric nitro-Michael Reaction.”

Eur. J. Org. Chem. 2017, 2683–2691.


J.M. Andrés; A. Maestro, P. Rodríguez-Ferrer, I. Simón, R. Pedrosa.

Short Synthesis of Novel Recyclable Chiral Bifunctional Thioureas from Aminoalkyl Polystyrene and their use as Organocatalysts in Stereoselective aza-Henry Reaction.”

ChemistrySelect, 2016, 5057-61.


James O. Guevara-Pulido, José M. Andrés, Deisy P. Ávila and Rafael Pedrosa.*

“Enantioselective Synthesis of Seven-Membered Carbo- and Heterocyles by Organocatalyzed Intramolecular Michael Addition”.

RSC Advances, 2016,6, 30166-30169.

José M. Andrés,* M. Ceballos, A. Maestro, I. Sanz, R. Pedrosa.*

“Supported bifunctional thioureas as recoverable and reusable catalysts for enantioselective nitro-Michael reactions”.

Beilstein J. Org. Chem. 2016, 12, 628-635.


J.M. Andrés; N. de la Cruz, M. Valle, R. Pedrosa.

“Bottom-up Synthesis of Novel Supported Thioureas and Their Use in Enantioselective Solvent-free Aza-Henry and Michael Additions”.

ChemPlusChem, 2016,  81, 86-92.


Javier Nieto, Celia Andrés and Alfonso Pérez-Encabo.

“7-Endo selenocyclization reactions on chiral 3-prenyl and 3-cinnamyl-2-hydroxymethylperhydro-1,3-benzoxazine derivatives”.

Organic & Biomolecular Chemistry 2015, 13, 9118–9126.


J. O. Guevara-Pulido, J.M. Andrés; R. Pedrosa.

The Organocatalyzed Domino Michael-Aldol Reaction Revisited. Synthesis of Enantioenriched 3-Hydroxycyclohexanone Derivatives by Reaction of Enals with a,a´-Diaryl-substituted Acetone“.

RSC Advances, 2015, 5, 65975-65981.


R. Pedrosa,* J.M. Andrés,* D. P. Ávila, M. Ceballos and R. Pindado

“Chiral ureas and thioureas supported on polystyrene for enantioselective aza-Henry reactions under solvent-free conditions.”

Green Chem. 2015, 17, 2217-2225.


J. Guevara-Pulido, J.M. Andrés; R. Pedrosa.

Organocatalytic Domino Michael–Heterocyclization Reaction of alpha,beta-Unsaturated Aldehydes and alpha-Cyano Ketones: Synthesis of Enantioenriched 4,5,6-Trisubstituted 3,4-Dihydropyranones”.

Eur. J. Org. Chem. 2014, 8072-8076.


J. Guevara-Pulido, J.M. Andrés; R. Pedrosa.

One-Pot Sequential Organocatalytic Michael−Tishchenko−Lactonization Reactions. Synthesis of Enantioenriched 4,5,6-Trisubstituted δ-Lactones”.

J. Org. Chem. 2014, 79, 8638-8644.


Rebeca Infante, Javier Nieto* and Celia Andrés*

“Tandem diastereo-and Enantioselective preparation of aryl and alkyl cyclopropyl carbinols with three adjacent stereocenters using perhydrobenzoxazines and diethylzinc”.

 Org. Biomol. Chem. 2014, 12, 345-354.


R. Pedrosa; J.M. Andrés; A. Gamarra; R. Manzano; C. Pérez-López.

“Novel sulfonylpolystyrene-supported prolinamides as catalysts for enantioselective aldol reaction in water”.

Tetrahedron 201369, 10811-10819.

(Artículo destacado en Synfacts, 2014, 10, 222).


R. Pedrosa, J.M Andrés, R. Manzano, C. Pérez-López.

“Novel supported and unsupported prolinamides as organocatalyst for enantioselective cyclization of triketones”.

Tetrahedron Letters 2013, 54, 3101-3104.


R. Infante, Y. Hernández, J. Nieto,  C. Andrés.

“Enantioselective One-Pot Catalytic Synthesis of 4,5-Epoxy-3-alkanols and 1-Phenyl-2,3-epoxy-1-alkanols from α,β-Unsaturated Aldehydes”.

European Journal of Organic Chemistry  2013 (22), 4863-4869.


R. Infante, A. Gago, J. Nieto,  C. Andres.

“Enantiocontrolled Synthesis of Tertiary α-Hydroxy-α-ynyl Esters by Dimethylzinc-Mediated Addition of Alkynes to α-Keto Esters”.

Advanced Synthesis & Catalysis 2012, 354, 2797-2804.


R. Infante, J. Nieto,  C. Andres.

“Enantioselective addition of dimethylzinc to aldehydes catalyzed by a chiral perhydro-1,3-benzoxazine-based amino alcohol as ligand”.

Synthesis 2012, 44, 1343-1348.


A. Maestro, R. Pedrosa, A. Pérez-Encabo, J.J. Pérez-Rueda.

“(-)-8-Amino menthol-derived perhydrobenzoxazines as chiral templates and masked aldehydes in the diastereoselective intermolecular Pausond-Khand reaction”.

Tetrahedron 2012, 68, 9293-9300.


Rebeca Infante, Javier Nieto and Celia Andrés.

“Highly Homogeneous Stereocontrolled Construction of Quaternary Hydroxyesters by Addition of Dimethylzinc to alpha-ketoesters promoted by Chiral Perhydrobenzoxazines and B(OEt)3”.

Chem. Eur. J. 2012, 18, 4375-4379.

A. Maestro, R. Pedrosa, A. Pérez-Encabo, J.J. Pérez-Rueda

“Studies on the Diastereoselective Intramolecular Pauson-Khand Reaction on Regioisomeric Chiral Perhydrobenzoxazines Derived from (-)-8-Aminomenthol”

Eur. J. Org. Chem. 2012, 1202-1208.


R. Manzano, J. M. Andrés, R. Pedrosa.

“Direct experimental evidences on the epimerization of diastereoisomers in the enantioselective organocatalyzed Michael addition of acetoacetates to nitroolefins.”

Synlet  2011, 2203-2205.    


R. Manzano, J. M. Andrés, R. Alvarez, M. D. Muruzábal, A. Rodríguez de Lera, R. Pedrosa.

“Enantioselective Conjugate Addition of Nitro Compounds to α,β-Unsaturated Ketones. An Experimental and Computational Study”.

Chem. Eur. J.  2011, 17, 5931-5938.                                   


R. Pedrosa, J. M. Andrés, R. Manzano, D. Román, S. Téllez

“Highly Diastereo- and Enantioselective Direct Aldol Reactions Promoted by Novel Benzamidoethyl and Benzamidopropyl Prolinamides in Water”.

Org. Biomol. Chem. 2011, 9, 935-940.


R. Infante, J. Nieto, C. Andrés.

“Asymmetric additive-free aryl addition to aldehydes using perhydrobenzoxazines as ligands and boroxins as aryl source”.

Org. Biomol. Chem. 2011, 9, 6691-6699.


Rubén Manzano, José M. Andrés, María D. Muruzábal and Rafael Pedrosa

“Stereocontrolled Construction of Quaternary Stereocenters by Inter- and Intramolecular Nitro-Michael Additions Catalyzed by Bifunctional Thioureas”.

Adv. Synth. Catal.  2010, 352, 3364-3372.


R. Pedrosa, J. M. Andrés, R. Manzano, P. Rodríguez

“L-Prolinamides Derived from Chiral and Achiral 1,2-Diamines as Useful Novel Bifunctional Organocatalysts for Direct Diastereo- and Enantioselective Aldol Reaction”.

Eur. J. Org. Chem. 2010,  5310-5319 .


R. Manzano, J. M. Andrés, M. D. Muruzábal, R. Pedrosa

“Synthesis of both Enantiomers of Hemiesters by Enantioselective Methanolysis of meso Cyclic Anhydrides Catalyzed by a-Amino Acid-derived Chiral Thioureas”.

J. Org. Chem.  2010, 75, 5417-5420.


C. Andrés, R. Infante, J. Nieto.

“Perhydro-1,3-benzoxazines derived from (-)-8-aminomenthol as ligands for the catalytic enantioselective addition of diethylzinc to aldehydes”.

Tetrahedron: Asymmetry 2010, 21, 2230-2237.


C. Andrés, I. González,  J. Nieto, C.D. Rosón.

“Lewis Acid Mediated Diastereoselective Keto-Ene Cyclization on Chiral perhydro-1,3-benzoxazines: Synthesis of Enantiopure cis-3,4-Disubstituted 3-Hidroxypyrrolidines”.

Tetrahedron 2009, 65, 9728-9733.


J. M. Andrés, R. Manzano, R. Pedrosa

“Novel Bifunctional Chiral Urea and Thiourea Derivatives as Organocatalysts. Enantioselective Nitro Michael Reaction of Malonates and Diketones”.

Chem. Eur. J. 2008, 14, 5116-5119.


B. López, A. Maestro, R. Pedrosa

“Asymmetric Addition of Chiral 1,3,2-Oxazabenzophosphorinane 2-oxides Anions to Aldehydes. Diastereoselective Synthesis of a-substituted-b-Hydroxy Phosphonic Acids

Eur. J. Org. Chem. 2007, 3012-3022.


J. M. Andrés, R. Pedrosa, A. Pérez-Encabo

“Synthesis of enantiopure 2-substituted- and 2,6-disubstituted piperidin-3-ols from a-dibenzylamino aldehydes”.

Eur. J. Org. Chem. 2007, 1803-1810.



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