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., 56, 3041, 2017 (DOI: 10.1002/anie.201609963)
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, 12, 493-505, 2017 (DOI: 10.1038/nprot.2016.179)
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, 7, 13780, 2016 (DOI: 10.1038/ncomms13780)
Catalytic asymmetric addition of Grignard reagents to alkenyl-substituted aromatic N-heterocycles
Ravindra P. Jumde, Francesco Lanza, Marieke J. Veenstra, Syuzanna R. Harutyunyan
Science, 352, 433-437, 2016 (DOI: 10.1126/science.aaf1983)
Highlighted in Synform 2016/10, A148
On the Configurational Stability and Reactivity of Tertiary Silyloxy Carbanions Derived from Stereoselective Brook Rearrangement
Juan F. Collados, Pablo Ortiz, Syuzanna R. Harutyunyan
EurJOC, 18, 3065-3069, 2016 (DOI: 10.1002/ejoc.201600493)
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), Springer, Heidelberg, 2015 (DOI: 10.1007/3418_2015_164)
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, 6, 1952-1970, 2016 (DOI: 10.1021/acscatal.5b02832)
Direct synthesis of enolizable N-sulfonyl ketimines under microwave irradiation
Pablo Ortiz, Juan F. Collados, Syuzanna R. Harutyunyan
EurJOC, 2016, 1247-1250, 2016 (DOI: 10.1002/ejoc.201600022)
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., 22, 3558-3570, 2016 (DOI: 10.1002/chem.201503412)
Tertiary α-diarylmethylamines derived from diarylketimines and organomagnesium reagents
Alaric Desmarchelier, Pablo Ortiz, Syuzanna R. Harutyunyan
Chem. Commun., 51, 703-706, 2015 (DOI: 10.1039/C4CC06719C)
Catalytic Asymmetric Alkylation of Acylsilanes
Jiawei Rong, Rik Oost, Alaric Desmarchelier, Adriaan J. Minnaard, Syuzanna R. Harutyunyan
Angew. Chem. Int. Ed., 54, 3038-3042, 2015 (DOI: 10.1002/anie.201409815)
Catalytic asymmetric alkylation of Aryl Heteroaryl Ketones
Pablo Ortiz, Ana Maria del Hoyo, Syuzanna R. Harutyunyan
EurJOC, 1, 72-76, 2015 (DOI: 10.1002/ejoc.201403297)
Ischia Advanced School of Organic Chemistry 2014
Luca Bernardi, Syuzanna R. Harutyunyan
Chemistry Views, 2014
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., 20, 14250-14255, 2014 (DOI: 10.1002/chem.201404458)
Azabicycles Construction: the Transannular Ring Contraction with N-Protected Nucleophiles
Antonio Rizzo, Syuzanna R. Harutyunyan
Organic & Biomolecular Chemistry, 12, 6570-6579, 2014 (DOI: 10.1039/C4OB01311E)
PROFILE: Early Excellence in Physical Organic Chemistry
Syuzanna R. Harutyunyan
Physical Organic Chemistry, 27, 629, 2014 (DOI: 10.1002/poc.3326)
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, 356 (9), 2061-2069, 2014 (DOI: 10.1002/adsc.201400085)
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., 4, 1997-2005, 2014 (DOI: 10.1039/C4CY00180J)
Catalytic Asymmetric Synthesis of Dihydrofurans and Cyclopentenols with Tertiary Stereocenters
Zhongtao Wu, Ashoka V. R. Madduri, Syuzanna R. Harutyunyan, Adriaan J. Minnaard
EurJOC, 3, 575-582, 2013 (DOI: 10.1002/ejoc.201301476)
Structural Characterisation of Cu Complexes of Chiral Ferrocenyl Diphosphine Ligands
Francesca Caprioli, Martin Lutz, Auke Meetsma, Adriaan J. Minnaard, Syuzanna R. Harutyunyan
Synlett, 24(18): 2419-2422, 2013 (DOI: 10.1055/s-0033-1339851)
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. 49 (48), 5450-5452, 2013 (DOI: 10.1039/C3CC41892H)
Light on the horizon? Catalytic enantioselective photoreactions
Aike Nijland, Syuzanna R. Harutyunyan
Catal. Sci. Technol., 3 (5), 1180-1189, 2013 (DOI: 10.1039/C3CY20858C)
Catalytic asymmetric alkylation of ketones using organometallic reagents
Ashoka V. Maduri, Syuzanna R. Harutyunyan, Adriaan J. Minnaard
Drug Discov Today: Technol., 10, e21-e27, 2013 (DOI: 10.1016/j.ddtec.2012.10.010)
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. 8, 11880-11883, 2012 (DOI: 10.1002/chem.201202251)
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., 51, 3164-3167, 2012 (DOI: 10.1002/anie.201109040)
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., 48, 1478-1480, 2012 (DOI: 10.1039/c1cc16725a)
Note: this paper is an invited contribution to the issue on Emerging Investigators
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, 10, 2878-2884, 2012 (DOI: 10.1039/C2OB25080B)
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., 51, 1-5, 2012 (DOI: 10.1002/anie.201107840)
Highlighted in SYNFACTS
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., 48, 1748-1750, 2012 (DOI: 10.1039/C2CC16855C)
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, 479, 208, 2011 (DOI: 10.1038/nature10587)
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 3, 377, 2011 (DOI: 10.1038/nchem.1009)
Highlighted in Nature, SYNFACTS and in C&E New
Reversing the direction in a light-driven rotary molecular motor
N. Ruangsupapichat, M. M. Pollard, S. R. Harutyunyan, B. L. Feringa
Nature Chemistry 3, 53, 2010 (DOI: Highlighted in C&E News)
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.108, 2824, 2008 (DOI: 10.1021/cr068424k)
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) 105, 8507, 2008 (DOI: 10.1073/pnas.0709289105)
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. 3747, 2008 (DOI: 10.1039/B808355J)
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. 47, 398, 2007 (DOI: 10.1002/anie.200703702)
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. 128, 9103, 2006 (DOI: 10.1021/ja0585634)
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. 127, 9966, 2005 (DOI: 10.1021/ja053020f)
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. 44, 2752, 2005 (DOI: 10.1002/anie.200500317)
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. 126, 12784, 2004 (DOI: 10.1021/ja046632t)
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) 101, 5834, 2004 (DOI: 10.1073/pnas.0308008101)
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, John Wiley & Sons, Chap. 9.1, pp. 169, 2004 (DOI: 10.1002/0470862017.ch9)
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, part III, 132, 2004 (DOI: 10.3998/ark.5550190.0005.313)
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. 1836, 2004 (DOI: 10.1039/B402868F)
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. 126, 9318, 2004 (DOI: 10.1021/ja048794v)
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. 125, 12860, 2003 (DOI: 10.1021/ja035465e)
A highly efficient ruthenium catalyst for metathesis reactions
K. Grela, S. Harutyunyan, A. Michrowska
Angew. Chem. Int. Ed. 41, 4038, 2002
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. 8, 4633, 2002
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. 40, 1948, 2001
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 12, 481, 2001 (DOI: 10.1016/S0957-4166(01)00071-4)
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, 9, 1543, 2001