Síntesis Asimétrica

Otro sitio más de Blogs de la Universidad de Valladolid

Recent papers

Recent papers

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

“Chiral Bifunctional Thioureas and Squaramides and their Copolymers as Recoverable Organocatalysts. Stereoselective Synthesis of 2-Substituted-4-amino-3-nitro-Benzopyrans and 3-Functionalyzed-3,4-diamino-4H-Chromenes.”

J. Org. Chem. 2018, 83, 5546-5557.

 

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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