Publications
Recent research highlights can be found here.
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Electrophilic Trapping of Semibenzenes Cosimo Boldrini, Marta Castiñeira Reis and Syuzanna R. Harutyunyan J. Org. Chem., 2022, 87, 19, 12772–12782 (DOI: 10.1021/acs.joc.2c01331) |
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Catalytic Access to 4-(sec-Alkyl)Anilines via 1,6-Conjugate Addition of Grignard Reagents to in Situ Generated aza-p-Quinone Methides Mercedes Zurro, Luo Ge and Syuzanna R. Harutyunyan Org. Lett. , 2022, 24, 36, 6686–6691 (DOI: https://doi.org/10.1021/acs.orglett.2c02786) |
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Asymmetric Nucleophilic Addition to Ketones and Ketimines and Conjugate Addition Reactions Luo Ge and Syuzanna R. Harutyunyan Catalytic Asymmetric Synthesis, Fourth Edition; Takahiko Akiyama, Iwao Ojima, 2022, John Wiley & Sons, Inc., Chap. 16, 617. (DOI: 10.1002/9781119736424.ch16) |
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Cu(I)-Catalyzed Alkynylation of Quinolones Aitor Maestro, Sebastien Lemaire, and Syuzanna R. Harutyunyan Org. Lett., 2022, Accepted Manuscript (DOI: 10.1021/acs.orglett.2c00020) |
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Manganese (I)-Catalyzed Access to 1,2-Bisphosphine Ligands Luo Ge and Syuzanna R Harutyunyan Chem. Sci., 2022, 13, 1307–1312 (DOI: 10.1039/D1SC06694C) |
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Manganese(I)-Catalyzed H–P Bond Activation via Metal–Ligand Cooperation Juana M. Pérez, Roxana Postolache, Marta Castiñeira Reis, Esther G. Sinnema, Denisa Vargová, Folkert de Vries, Edwin Otten, Luo Ge, and Syuzanna R. Harutyunyan J. Am. Chem. Soc., 2021, 143, 48, 20071–20076 (DOI: 10.1021/jacs.1c10756) |
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Pd-catalyzed allylative dearomatisation using Grignard reagents Cosimo Boldrini, Syuzanna R. Harutyunyan Chem. Commun., 2021, 57, 11807 (DOI: 10.1039/D1CC05609C) |
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Enantioselective Catalytic Dearomative Addition of Grignard Reagents to 4-Methoxypyridinium Ions Yafei Guo, Marta Castiñeira Reis, Johanan Kootstra, Syuzanna R. Harutyunyan ACS Catal., 2021, 11, 14, 8476–8483 (DOI: 10.1021/acscatal.1c01544) |
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Nucleophilic Dearomatization of N-Heteroaromatics Enabled by Lewis Acids and Copper Catalysis Xingchen Yan, Luo Ge, Marta Castiñeira Reis, and Syuzanna R. Harutyunyan J. Am. Chem. Soc., 2020, 142, 47, 20247 (DOI: 10.1021/jacs.0c09974) Highlighted in the November 2020 Spotlights on Recent JACS Publications |
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Copper Catalyzed Addition of Grignard Reagents to in situ Generated Indole‐Derived Vinylogous Imines Luo Ge, Mercedes Zurro, Syuzanna R. Harutyunyan Chem. Eur. J., 2020, 26, 16277 (DOI: 10.1002/chem.202004232) |
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Lewis acid promoted dearomatization of naphthols Kirill Kulish, Cosimo Boldrini, Marta Castiñeira Reis, Juana Pérez, Syuzanna R. Harutyunyan Chem. Eur. J., 2020, 26, 15843 (DOI: 10.1002/chem.202003392) |
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Copper-catalysed alkylation of heterocyclic acceptors with organometallic reagents Yafei Guo, Syuzanna R. Harutyunyan Beilstein J. Org. Chem., 2020, 16, 1006 (DOI: 10.3762/bjoc.16.90) |
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Catalytic enantioselective addition of organometallics to unprotected carboxylic acids Xingchen Yan, Syuzanna R. Harutyunyan Nature Communications, 2019, 10, 3402 (DOI: 10.1038/s41467-019-11345-z) |
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Highly enantioselective catalytic addition of Grignard reagents to N‐heterocyclic acceptors Yafei Guo, Syuzanna R. Harutyunyan Angew. Chem. Int. Ed., 2019, 58, 12950 (DOI: 10.1002/anie.201906237) Highlighted in Synfacts 2019, 10, 1141 |
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Ring-Closing Metathesis on Commercial Scale: Synthesis of HCV Protease Inhibitor Simeprevir András Horváth, Dominique Depré, Wim A. A. Vermeulen, Stijn L. Wuyts, Syuzanna R. Harutyunyan, Grégori Binot, Jef Cuypers, Wouter Couck, Dirk Van Den Heuvel J. Org. Chem., 2019, 848, 4932 (DOI: 10.1021/acs.joc.8b03124) |
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Lewis Acid Promoted Trapping of Chiral Aza-enolates Francesco Lanza, Juana M. Pérez Galera, Ravindra P. Jumde, Syuzanna R. Harutyunyan Synthesis, 2019, 51(05), 1253 (DOI: 10.1055/s-0037-1611657) |
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Synergistic Action of Copper Catalysts and Lewis Acids in Carbon-Carbon Bond Forming Reactions Manas Das, Syuzanna R. Harutyunyan Chimia, 2018, 72, 642 (DOI: 10.2533/chimia.2018.642) |
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Catalytic regio- and enantioselective alkylation of conjugated dienyl amides Yafei Guo, Johanan Kootstra, Syuzanna R. Harutyunyan Angew. Chem. Int. Ed., 2018, 57, 13547 (DOI: 10.1002/anie.201808392) |
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Enantiospecific Brook Rearrangement of Tertiary Benzylic α-Hydroxysilanes Juan F. Collados, Pablo Ortiz, Juana M. Pérez,Yafei Xia, Mark A. J. Koenis, Wybren J. Buma, Valentin P. Nicu, Syuzanna R. Harutyunyan EurJOC, 2018, 2018, 3900 (DOI: 10.1002/ejoc.201701469) |
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Regional susceptibility in VCD spectra to dynamic molecular motions: the case of a benzyl α-hydroxysilane Yafei Xia, Mark Koenis, Juan F. Collados, Pablo Ortiz, Syuzanna R. Harutyunyan, Lucas Visscher, Wybren J. Buma ChemPhysChem, 2018, 19, 561 (DOI: 10.1002/cphc.201701335) |
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Highly enantioselective catalytic synthesis of chiral pyridines Ravindra P. Jumde, Francesco Lanza, Tilde Pellegrini, Syuzanna R. Harutyunyan Nature Communications, 2017, 8, 2058 (DOI: 10.1038/s41467-017-01966-7) |
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Lewis Acid Enabled Copper-Catalyzed Asymmetric Synthesis of Chiral β-Substituted Amides Mamen Rodríguez-Fernández, Xingchen Yan, Juan F. Collados, Paul B. White, Syuzanna R. Harutyunyan J. Am. Chem. Soc., 2017, 139, 14224 (DOI: 10.1021/jacs.7b07344) |
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Copper catalysed enantioselective alkylation of enolizable ketimines with organomagnesium reagents Pablo Ortiz, Juan F. Collados, Ravindra P. Jumde, Edwin Otten, Syuzanna R. Harutyunyan Angew. Chem. Int. Ed., 2017, 56, 3041 (DOI: 10.1002/anie.201609963) |
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Cu-catalyzed enantioselective allylic alkylation with organolithium reagents Valentín Hornillos, Sureshbabu Guduguntla, Martín Fañanás-Mastral, Manuel Pérez, Pieter H. Bos, Alena Rudolph, Syuzanna R. Harutyunyan, Ben L. Feringa Nature Protocols, 2017, 12, 493 (DOI: 10.1038/nprot.2016.179) |
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Catalytic enantioselective addition of Grignard reagents to aromatic silyl ketimines Jiawei Rong, Juan F. Collados, Pablo Ortiz, Ravindra P. Jumde, Edwin Otten, Syuzanna R. Harutyunyan Nature Communications, 2016, 7, 13780 (DOI: 10.1038/ncomms13780) |
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Catalytic asymmetric addition of Grignard reagents to alkenyl-substituted aromatic N-heterocycles Ravindra P. Jumde, Francesco Lanza, Marieke J. Veenstra, Syuzanna R. Harutyunyan Science, 2016, 352, 433 (DOI: 10.1126/science.aaf1983) Highlighted in Synform 2016/10, A148 |
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On the Configurational Stability and Reactivity of Tertiary Silyloxy Carbanions Derived from Stereoselective Brook Rearrangement Juan F. Collados, Pablo Ortiz, Syuzanna R. Harutyunyan EurJOC, 2016, 18, 3065 (DOI: 10.1002/ejoc.201600493) |
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Catalytic Synthesis of Enantiopure Chiral Alcohols via Addition of Grignard Reagents to Carbonyl Compounds Juan F. Collados, Ricard Solà, Syuzanna R. Harutyunyan, Beatriz Maciá ACS Catalysis, 2016, 6, 1952 (DOI: 10.1021/acscatal.5b02832) |
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Direct synthesis of enolizable N-sulfonyl ketimines under microwave irradiation Pablo Ortiz, Juan F. Collados, Syuzanna R. Harutyunyan EurJOC, 2016, 2016, 1247 (DOI: 10.1002/ejoc.201600022) |
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Synthesis of chiral tertiary alcohols via Cu(I)-catalyzed enatioselective addition of organomagnesium reagents to ketones Jiawei Rong, Tilde Pellegrini, Syuzanna R. Harutyunyan Chem. Eur. J., 2016, 22, 3558 (DOI: 10.1002/chem.201503412) |
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1,2- Versus 1,4-Asymmetric Addition of Grignard Reagents to Carbonyl Compounds Pablo Ortiz, Francesco Lanza, Syuzanna R. Harutyunyan in "Topics in Organometallic Chemistry" (Ed.: S. R. Harutyunyan), 2015, Springer, Heidelberg (DOI: 10.1007/3418_2015_164) |
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Tertiary α-diarylmethylamines derived from diarylketimines and organomagnesium reagents Alaric Desmarchelier, Pablo Ortiz, Syuzanna R. Harutyunyan Chem. Commun., 2015, 51, 703 (DOI: 10.1039/C4CC06719C) |
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Catalytic Asymmetric Alkylation of Acylsilanes Jiawei Rong, Rik Oost, Alaric Desmarchelier, Adriaan J. Minnaard, Syuzanna R. Harutyunyan Angew. Chem. Int. Ed., 2015, 54, 3038 (DOI: 10.1002/anie.201409815) |
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Catalytic asymmetric alkylation of Aryl Heteroaryl Ketones Pablo Ortiz, Ana Maria del Hoyo, Syuzanna R. Harutyunyan EurJOC, 2015, 2015, 72 (DOI: 10.1002/ejoc.201403297) |
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Ischia Advanced School of Organic Chemistry 2014 Luca Bernardi, Syuzanna R. Harutyunyan |
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Total synthesis of (R,R,R)-g-tocopherol through Cu-catalyzed asymmetric 1,2-addition Zhongtao Wu, Syuzanna R. Harutyunyan, Adriaan J. Minnaard Chem. Eur. J., 2014, 20, 14250 (DOI: 10.1002/chem.201404458) |
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Azabicycles Construction: the Transannular Ring Contraction with N-Protected Nucleophiles Antonio Rizzo, Syuzanna R. Harutyunyan Organic & Biomolecular Chemistry, 2014, 12, 6570 (DOI: 10.1039/C4OB01311E) |
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PROFILE: Early Excellence in Physical Organic Chemistry Syuzanna R. Harutyunyan Physical Organic Chemistry, 2014, 27, 629 (DOI: 10.1002/poc.3326) |
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Cu-catalyzed conjugate addition of Grignard reagents to 2-methyl cyclopentenone and sequential enolate alkylation Beatriz C. Calvo, Ashoka V. R. Madduri, Syuzanna R. Harutyunyan, Adriaan J. Minnaard Advanced Synthesis & Catalysis, 2014, 356 (9), 2061 (DOI: 10.1002/adsc.201400085) |
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Synthesis of new derivatives of copper complexes of Josiphos family ligands for applications in asymmetric catalysis Rik Oost, Jiawei Rong, Adriaan J. Minnaard, Syuzanna R. Harutyunyan Catal. Sci. Technol., 2014, 4, 1997 (DOI: 10.1039/C4CY00180J) |
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Catalytic Asymmetric Synthesis of Dihydrofurans and Cyclopentenols with Tertiary Stereocenters Zhongtao Wu, Ashoka V. R. Madduri, Syuzanna R. Harutyunyan, Adriaan J. Minnaard EurJOC, 2013, 2013, 575 (DOI: 10.1002/ejoc.201301476) |
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Structural Characterisation of Cu Complexes of Chiral Ferrocenyl Diphosphine Ligands Francesca Caprioli, Martin Lutz, Auke Meetsma, Adriaan J. Minnaard, Syuzanna R. Harutyunyan Synlett, 2013, 24(18): 2419 (DOI: 10.1055/s-0033-1339851) |
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Asymmetric Amplification in the Catalytic Enantioselective 1,2-Addition of Grignard Reagents to Enones Francesca Caprioli, Ashoka V. R. Madduri, Adriaan J. Minnaard, Syuzanna R. Harutyunyan Chem. Commun., 2013, 49 (48), 5450 (DOI: 10.1039/C3CC41892H) |
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Light on the horizon? Catalytic enantioselective photoreactions Aike Nijland, Syuzanna R. Harutyunyan Catal. Sci. Technol., 2013, 3 (5), 1180 (DOI: 10.1039/C3CY20858C) |
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Catalytic asymmetric alkylation of ketones using organometallic reagents Ashoka V. Maduri, Syuzanna R. Harutyunyan, Adriaan J. Minnaard Drug Discov Today: Technol., 2013, 10, e21-e27 (DOI: 10.1016/j.ddtec.2012.10.010) |
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Asymmetric Allylic Alkylation of Acyclic Allylic Ethers with Organolithium Reagents Manuel Pérez, Martín Fañanás-Mastral, Valentín Hornillos, Alena Rudolph, Pieter H. Bos, Syuzanna R. Harutyunyan, Ben L. Feringa Chem. Eur. J., 2012, 8, 11880 (DOI: 10.1002/chem.201202251) |
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Asymmetric Copper-Catalysed Addition of Grignard Reagents to Aryl Alkyl Ketones Ashoka V. R. Madduri, Syuzanna R. Harutyunyan and Adriaan J. Minnaard Angew. Chem. Int. Ed., 2012, 51, 3164-3167 (DOI: 10.1002/anie.201109040) |
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Copper(I) catalyzed asymmetric 1,2-addition of Grignard reagents to α-methyl substituted α,β-unsaturated ketones Ashoka V. R. Madduri, Adriaan J. Minnaard and Syuzanna R. Harutyunyan Chem. Comm., 2012, 48, 1478 (DOI: 10.1039/c1cc16725a) Note: this paper is an invited contribution to the issue on Emerging Investigators |
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Access to Chiral α-Bromo and α-H-Substituted Tertiary Allylic Alcohols via Copper(I) Catalyzed 1,2-Addition of Grignard Reagents to Enones Ashoka V. R. Madduri, Adriaan J. Minnaard and Syuzanna R. Harutyunyan Org.Biomol.Chem., 2012, 10, 2878 (DOI: 10.1039/C2OB25080B) |
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Enantioselective Synthesis of Tertiary and Quaternary Stereogenic Centers: Copper/Phosphoramidite-Catalyzed Allylic Alkylation with Organolithium Reagents Martín Fañanás-Mastral, Manuel Pérez, Pieter H. Bos, Alena Rudolph, Syuzanna R. Harutyunyan, and Ben L. Feringa Angew. Chem. Int. Ed., 2012, 51, 1 (DOI: 10.1002/anie.201107840) Highlighted in SYNFACTS |
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Copper-catalyzed asymmetric ring opening of oxabicyclic alkenes with organolithium reagents Pieter H. Bos, Alena Rudolph, Manuel Pérez, Martín Fañanás-Mastral, Syuzanna R. Harutyunyan and Ben L. Feringa Chem. Comm., 2012, 48, 1748 (DOI: 10.1039/C2CC16855C) |
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Electrically driven directional motion of a four-wheeled molecule on a metal surface T. Kudernac, N. Ruangsupapichat, M. Parschau, B. Maciá, N. Katsonis, S. R. Harutyunyan, K.-H. Ernst, B. L. Feringa Nature, 2011, 479, 208 (DOI: 10.1038/nature10587) |
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Catalytic asymmetric carbon-carbon bond formation via allylic alkylations with organolithium compounds M. Pérez, M. Fañanás-Mastral, P. H. Bos, A. Rudolph, S. R. Harutyunyan, B. L. Feringa Nature Chemistry, 2011, 3, 377 (DOI: 10.1038/nchem.1009) Highlighted in Nature, SYNFACTS and in C&E New |
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Reversing the direction in a light-driven rotary molecular motor N. Ruangsupapichat, M. M. Pollard, S. R. Harutyunyan, B. L. Feringa Nature Chemistry, 2010, 3, 53 (DOI: Highlighted in C&E News) |
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Catalytic Asymmetric Conjugate Addition and Allylic Alkylation with Grignard reagent S. R. Harutyunyan, T. den Hartog, K. Geurts, A. J. Minnaard, B. L. Feringa Chem. Rev., 2008, 108, 2824 (DOI: 10.1021/cr068424k) |
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Biologically active Phytophthora mating hormone prepared by catalytic asymmetric total synthesis S. R. Harutyunyan, T. den Hartog, A. J. Minnaard, B. L. Feringa Proc. Natl. Acad. Sci. USA (PNAS), 2008, 105, 8507 (DOI: 10.1073/pnas.0709289105) |
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Manganese catalysed asymmetric cis-dihydroxylation with H2O2 J. W. de Boer, W. R. Browne, S. R. Harutyunyan, L. Bini, T. D. Tiemersma-Wegman, P. L. Alsters, R. Hage, B. L. Feringa Chem. Commun., 2008, 32, 3747 (DOI: 10.1039/B808355J) |
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Catalytic enantioselective 1,6-conjugate addition of Grignard reagents to linear dienoates T. den Hartog, S. R. Harutyunyan, D. Font, A. J. Minnaard, B. L. Feringa Angew. Chem. Int. Ed., 2007, 47, 398 (DOI: 10.1002/anie.200703702) |
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On the Mechanism of the Copper-Catalyzed Enantioselective 1,4-Addition of Grignard Reagents to α,β-Unsaturated Carbonyl Compounds S. R. Harutyunyan, F. López, W. R. Browne, A. Correa, D. Peña, R. Badorrey, A. Meetsma, A. J. Minnaard, B. L. Feringa J. Am. Chem. Soc., 2006, 128, 9103 (DOI: 10.1021/ja0585634) |
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An Iterative Catalytic Route to Enantiopure Deoxypropionate Subunits: Asymmetric Conjugate Addition of Grignard Reagents to α,β-Unsaturated Thioesters R. Des Mazery, M. Pullez, F. López, S. R. Harutyunyan, A. J. Minnaard, B. L. Feringa J. Am. Chem. Soc., 2005, 127, 9966 (DOI: 10.1021/ja053020f) |
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Copper-catalyzed enantioselective conjugate addition of Grignard reagents to α,β-Unsaturated esters F. López, S. R. Harutyunyan, A. Meetsma, A. J. Minnaard, B. L. Feringa Angew. Chem. Int. Ed., 2005, 44, 2752 (DOI: 10.1002/anie.200500317) |
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Copper-Catalyzed Enantioselective Conjugate Addition of Grignard Reagents to Acyclic Enones F. López, S. R. Harutyunyan, A. J. Minnaard, and B. L. Feringa J. Am. Chem. Soc., 2004, 126, 12784 (DOI: 10.1021/ja046632t) |
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Copper-catalyzed asymmetric conjugate addition of Grignard reagents to cyclic enones B. L. Feringa, R. Badorrey, D. Peña, S. R. Harutyunyan, A. J. Minnaard Proc. Natl. Acad. Sci. USA (PNAS), 2004, 101, 5834 (DOI: 10.1073/pnas.0308008101) |
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Olefin Metathesis Reactions S. R. Harutyunyan, A. Michrowska, K. Grela, S. J. Connon, A. M. Dunne, S. Blechert, G. Bhaskar and B. Venkateswara Rao in Catalysts for Fine Chemical Synthesis: Metal Catalysed Carbon-Carbon Bond-Forming Reactions, Volume 3, Ed.: S. M. Roberts, J. Xiao, J. Whittall, T. E. Pickett, 2004, , John Wiley & Sons, Chap. 9.1, pp. 169, (DOI: 10.1002/0470862017.ch9) |
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Nucleophilic addition to an achiral dehydroalanine Schiff base Ni(II) complex as a route to amino acids. A case of stereodetermining asymmetric protonation in the presence of TADDOL Y. N. Belokon, S. R. Harutyunyan, E. V. Vorontsov, A. S. Peregudov, V. N. Chrustalev, K. A. Kochetkov, D. Pripadchev, A. S. Saghiyan, A. K. Beck, D. Seebach ARKIVOC, 2004, part III, 132 (DOI: 10.3998/ark.5550190.0005.313) |
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Highly enantioselective Cu-catalyzed asymmetric 1,4-addition of diphenylzinc to cyclohexenone D. Peña, S. R. Harutyunyan, A. J. Minnaard, B. L. Feringa Chem. Comm., 2004, 16, 1836 (DOI: 10.1039/B402868F) |
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Nitro-Substituted Hoveyda-Grubbs Ruthenium Carbenes: Enhancement of Catalyst Activity through Electronic Activation A. Michrowska, R. Bujok, S. Harutyunyan, V. Sashuk, G. Dolgonos, K. Grela J. Am. Chem. Soc., 2004, 126, 9318 (DOI: 10.1021/ja048794v) |
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Synthesis of α-Amino Acids via Asymmetric Phase Transfer-Catalyzed Alkylation of Achiral Nickel(II) Complexes of Glycine-Derived Schiff Bases Yu. N. Belokon, N. B. Bespalova, T. D. Churkina, M. G. Ezernitskaya, S. R. Harutyunyan, I. Císařová, H. B. Kagan, K. A. Kochetkov, P. Kočovský, O. V. Larionov, K. A. Lyssenko, S. Peregudov, V. V. Prisyazhnyuk, Š. Vyskočil, M. North J. Am. Chem. Soc., 2003, 125, 12860 (DOI: 10.1021/ja035465e) |
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A highly efficient ruthenium catalyst for metathesis reactions K. Grela, S. Harutyunyan, A. Michrowska Angew. Chem. Int. Ed., 2002, 41, 4038 (DOI: 10.1002/1521-3757(20021104)114:213.0.CO;2-J) |
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2,8'- disubstituted-1,1'-binaphthyls: a new pattern in chiral ligands Š. Vyskočil, L. Meca, I. Tislerova, I. Cisarova, M. Polasek, S. R. Harutyunyan, Y. N. Belokon, R. M. J. Stead, L. Farrugia, S. C. Lockhart, W. L. Mitchell, P. Kočovský Chem. Eur. J., 2002, 8, 4633 |
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Highly efficient catalytic synthesis of α-amino acids under phase-transfer conditions with a novel catalyst/substrate pair Yu. N. Belokon, K. A. Kochetkov, T. D. Churkina, N. S. Ikonnikov, O. V. Larionov, S. R Harutyunyan, M. Nort, S. Viscochil, H. B. Kagan Angew. Chem. Int. Ed., 2001, 40, 1948 (DOI: 10.1002/1521-3773(20010518)40:103.0.CO;2-O) |
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A new synthesis of enantiomerically pure syn-(S)-β-hydroxy-α-amino acids via asymmetric aldol reactions of aldehydes with a homochiral Ni(II)-glycine/(S)-BPB Schiff base complex Yu. N. Belokon, K. A. Kochetkov, N. S. Ikonnikov, T. V. Strelkova, S. R. Harutyunyan, A. S. Saghiyan Tetrahedron: Asymmetry, 2001, 12, 481 (DOI: 10.1016/S0957-4166(01)00071-4) |
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Asymmetric Michael reaction of diethyl malonate with crotonaldehyde catalyzed by chiral aminocarboxylates, amino alcoholates, and amino phenolates K. A. Kochetkov, S. R. Harutyunyan, N. A. Kuzmina, T. F. Saveleva,V. I. Maleev, A. S. Peregudov, S. Vyscochil, A. S. Saghiyan Izv. Acad. Nauc, Ser. Khim, 2001, 9, 1543 (DOI: 10.1002/chin.200223032) |