andrey antonchick

Innovative reaction methodologies for the synthesis os small compounds


Contact

Phone: +49 (231) 755-3870

       www.antonchick.de

Xu H, Laraia L, Schneider L, Louven K, Strohmann C, Antonchick AP and Waldmann H (2017). Highly Enantioselective Catalytic Vinylogous Propargylation of Coumarins Yields a Novel Autophagy Inhibitor Class. Angew Chem Int Ed Engl
doi: 10.1002/anie.201706005.

Bering L, Manna S, Antonchick AP. (2017). Sustainable Oxidative Metal-Free Annulation. Chemistry
doi: 10.1002/chem.201702063.

Waldmann H, Förster T, Lopéz-Tosco S, Ziegler S, Antonchick AP (2017). Enantioselective Organocatalytic Synthesis of a Secoyohimbane-Inspired Compound Collection with Neuritogenic Activity. Chembiochem
doi: 10.1002/cbic.201700015.

Jia ZJ, Merten C, Gontla R, Daniliuc CG, Antonchick AP, Waldmann H (2017). General Enantioselective C-H Activation with Efficiently Tunable Cyclopentadienyl Ligands. Angew Chem Int Ed Engl 56(9):2429-2434
doi: 10.1002/anie.201611981.


2016

Caporaso R, Manna S, Zinken S, Kochnev AR, Lukyanenko ER, Kurkin AV, Antonchick AP (2016). Radical trideuteromethylation with deuterated dimethyl sulfoxide in the synthesis of heterocycles and labelled building blocks. Chem Commun (Camb) 52(84):12486-12489.
doi: 10.1039/C6CC07196A.

Xu H, Golz C, Strohmann C, Antonchick AP, Waldmann H (2016). Enantiodivergent Combination of Natural Product Scaffolds Enabled by Catalytic Enantioselective Cycloaddition. Angew Chem Int Ed Engl 55(27):7761-5.
doi: 10.1002/anie.201602084.

Song Z, Antonchick AP (2016). Iridium(iii)-catalyzed regioselective C7-sulfonamidation of indoles. Org Biomol Chem14(21):4804-8.
doi: 10.1039/c6ob00926c.

Manna S and Antonchick AP (2016). [1+1+1] Cyclotrimerization for the Synthesis of Cyclopropanes. Angew Chem Int Ed 55, 5290-5293.
doi: 10.1002/anie.201600807

Sellstedt M, Schwalfenberg M, Ziegler S, Antonchick AP, Waldmann H (2016). Trienamine catalyzed asymmetric synthesis and biological investigation of a cytochalasin B-inspired compound collection. Org Biomol Chem14(1):50-4.
doi: 10.1039/c5ob02272j.

Murarka S, Antonchick AP (2016). Oxidative Heterocycle Formation Using Hypervalent Iodine(III) Reagents. Top Curr Chem 373:75-104.
doi: 10.1007/128_2015_647.


2015

Manna S, Antonchick AP (2015). Copper-Catalyzed (2+1) Annulation of Acetophenones with Maleimides: Direct Synthesis of Cyclopropanes. Angew Chem Int Ed Engl54(49):14845-8.
doi: 10.1002/anie.201502872.

Narayan R, Matcha K, Antonchick AP (2015). Metal-Free Oxidative C-C Bond Formation through C-H Bond Functionalization. Chemistry21(42):14678-93.
doi: 10.1002/chem.201502005.

Manna S, Serebrennikova PO, Utepova IA, Antonchick AP, Chupakhin ON (2015). Hypervalent Iodine(III) in Direct Oxidative Amination of Arenes with Heteroaromatic Amines. Org Lett17(18):4588-91.
doi: 10.1021/acs.orglett.5b02320.

Manna S, Antonchick AP (2015). Copper(I)-Catalyzed Radical Addition of Acetophenones to Alkynes in Furan Synthesis. Org Lett17(17):4300-3.
doi: 10.1021/acs.orglett.5b02114.

Murarka S, Jia ZJ, Merten C, Daniliuc CG, Antonchick AP, Waldmann H (2015). Rhodium(II)-catalyzed enantioselective synthesis of troponoids. Angew Chem Int Ed Engl54(26):7653-6.
doi: 10.1002/anie.201502233.

Bering L, Antonchick AP (2015). Regioselective Metal-Free Cross-Coupling of Quinoline N-Oxides with Boronic Acids. Org Lett17(12):3134-7.
doi: 10.1021/acs.orglett.5b01456.

Potowski M, Golz C, Strohmann C, Antonchick AP, Waldmann H (2015).Biology-oriented synthesis of benzopyrano[3,4-c]pyrrolidines. Bioorg Med Chem 23(12):2895-903.
doi: 10.1016/j.bmc.2015.02.044.

Manna S, Narayan R, Golz C, Strohmann C, Antonchick AP (2015). Regioselective annulation of nitrosopyridine with alkynes: straightforward synthesis of N-oxide-imidazopyridines. Chem Commun (Camb)51(28):6119-22.
doi: 10.1039/c5cc00533g.

Potowski M, Merten C, Antonchick AP, Waldmann H (2015). Catalytic aerobic oxidation and tandem enantioselective cycloaddition in cascade multicomponent synthesis. Chemistry21(13):4913-7.
doi: 10.1002/chem.201500125.

Jia ZJ, Daniliuc CG, Antonchick AP, Waldmann H (2015). Phosphine-catalyzed dearomatizing [3+2] annulations of isoquinolinium methylides with allenes. Chem Commun (Camb)51(6):1054-7.
doi: 10.1039/c4cc08555h.

Samanta R, Narayan R, Bauer JO, Strohmann C, Sievers S, Antonchick AP (2015). Oxidative regioselective amination of chromones exposes potent inhibitors of the hedgehog signaling pathway. Chem Commun (Camb)51(5):925-8.
doi: 10.1039/c4cc08376h.


2014

Matcha K and Antonchick AP (2014). Cascade Multicomponent Synthesis of Indoles, Pyrazoles, and Pyridazinones by Functionalization of Alkenes. Angew Chem Int Ed 53, 11960-11964.
doi: 10.1002/anie.201406464

Manna S, Matcha K, and Antonchick AP (2014). Metal-Free Annulation of Arenes with 2-Aminopyridine Derivatives: The Methyl Group as a Traceless Non-Chelating Directing Group. Angew Chem Int Ed 53, 8163-8166.
doi: 10.1002/anie.201403712

Manna S and Antonchick AP (2014). Organocatalytic Oxidative Annulation of Benzamide Derivatives with Alkynes. Angew Chem Int Ed 53, 7324-7327.
doi : 10.1002/anie.201404222

Narayan R, Potowski M, Jia ZJ, Antonchick AP, Waldmann H (2014). Catalytic enantioselective 1,3-dipolar cycloadditions of azomethine ylides for biology-oriented synthesis. Acc Chem Res.47(4):1296-310.
doi: 10.1021/ar400286b.

Narayan R, Antonchick AP (2014). Hypervalent iodine-mediated selective oxidative functionalization of (thio)chromones with alkanes. Chemistry20(16):4568-72.
doi: 10.1002/chem.201400186.

Bruss H, Schuster H, Martinez R, Kaiser M, Antonchick AP, Waldmann H (2014). Synthesis of the B-seco limonoid core scaffold. Beilstein J Org Chem10:194-208.
doi: 10.3762/bjoc.10.15.


2013

Narayan R, Bauer JO, Strohmann C, Antonchick AP, Waldmann H (2013). Catalytic enantioselective synthesis of functionalized tropanes reveals novel inhibitors of hedgehog signaling. Angew Chem Int Ed Engl52(49):12892-6.
doi: 10.1002/anie.201307392.

Takayama H, Jia ZJ, Kremer L, Bauer JO, Strohmann C, Ziegler S, Antonchick AP, Waldmann H (2013). Discovery of inhibitors of the Wnt and Hedgehog signaling pathways through the catalytic enantioselective synthesis of an iridoid-inspired compound collection. Angew Chem Int Ed Engl 52(47):12404-8.
doi: 10.1002/anie.201306948.

Song Z, Samanta R, Antonchick AP (2013). Rhodium(III)-catalyzed direct regioselective synthesis of 7-substituted indoles. Org Lett 15(22):5662-5.
doi: 10.1021/ol402626t.

Potowski M, Antonchick AP, Waldmann H (2013). Catalytic asymmetric exo-selective [6+3] cycloaddition of iminoesters with fulvenes. Chem Commun (Camb) 49(71):7800-2.
doi: 10.1039/c3cc43824d.

Matcha K, Narayan R, and Antonchick AP (2013). Metal-Free Radical Azidoarylation of Alkenes: Rapid Access to Oxindoles by Cascade C-N and C-C Bond-Forming Reactions. Angew Chem Int Ed 52, 7985-7989.
doi: 10.1002/anie.201303550

Antonchick AP, López-Tosco S, Parga J, Sievers S, Schürmann M, Preut H, Höing S, Schöler HR, Sterneckert J, Rauh D, Waldmann H (2013). Highly enantioselective catalytic synthesis of neurite growth-promoting secoyohimbanes. Chem Biol 20(4):500-9.
doi: 10.1016/j.chembiol.2013.03.011.

Antonchick AP, Burgmann L (2013). Direct selective oxidative cross-coupling of simple alkanes with heteroarenes. Angew Chem Int Ed Engl 52(11):3267-71.
doi: 10.1002/anie.201209584.

Matcha K, Antonchick AP (2013). Metal-free cross-dehydrogenative coupling of heterocycles with aldehydes. Angew Chem Int Ed Engl 52(7):2082-6.
doi: 10.1002/anie.201208851.


2012

Samanta R, Narayan R, Antonchick AP (2012). Rhodium(III)-catalyzed direct oxidative cross coupling at the C5 position of chromones with alkenes. Org Lett14(23):6108-11.
doi: 10.1021/ol303067f.

Samanta R, Bauer JO, Strohmann C, Antonchick AP (2012). Organocatalytic, oxidative, intermolecular amination and hydrazination of simple arenes at ambient temperature. Org Lett14(21):5518-21.
doi: 10.1021/ol302607y.

Sos ML, Dietlein F, Peifer M, Schöttle J, Balke-Want H, Müller C, Koker M, Richters A, Heynck S, Malchers F, Heuckmann JM, Seidel D, Eyers PA, Ullrich RT, Antonchick AP, Vintonyak VV, Schneider PM, Ninomiya T, Waldmann H, Büttner R, Rauh D, Heukamp LC, Thomas RK (2012). A framework for identification of actionable cancer genome dependencies in small cell lung cancer. Proc Natl Acad Sci U S A 109(42):17034-9.
doi: 10.1073/pnas.1207310109.

Potowski M, Bauer JO, Strohmann C, Antonchick AP, Waldmann H (2012). Highly enantioselective catalytic [6+3] cycloadditions of azomethine ylides. Angew Chem Int Ed Engl 51(38):9512-6.
doi: 10.1002/anie.201204394.

Samanta R, Lategahn J, Antonchick AP (2012). Metal-free direct oxidative intermolecular diarylation of anilides at ambient temperature assisted by cascade selective formation of C-C and C-N bonds. Chem Commun (Camb) 48(26):3194-6.
doi: 10.1039/c2cc30324h.

Potowski M, Schürmann M, Preut H, Antonchick AP, Waldmann H (2012). Programmable enantioselective one-pot synthesis of molecules with eight stereocenters. Nat Chem Biol 8(5):428-30.
doi: 10.1038/nchembio.901.


2011

Rueping M, Theissmann T, Stoeckel M, Antonchick AP (2011). Direct enantioselective access to 4-substituted tetrahydroquinolines by catalytic asymmetric transfer hydrogenation of quinolines. Org Biomol Chem 9(19):6844-50.
doi: 10.1039/c1ob05870c.

Stöckigt J, Antonchick AP, Wu F, Waldmann H (2011). The Pictet-Spengler reaction in nature and in organic chemistry. Angew Chem Int Ed Engl 50(37):8538-64.
doi: 10.1002/anie.201008071.

Antonchick AP, Samanta R, Kulikov K, Lategahn J (2011). Organocatalytic, oxidative, intramolecular C-H bond amination and metal-free cross-amination of unactivated arenes at ambient temperature. Angew Chem Int Ed Engl 50(37):8605-8.
doi: 10.1002/anie.201102984.

Schuster H, Martinez R, Bruss H, Antonchick AP, Kaiser M, Schürmann M, Waldmann H (2011). Synthesis of the B-seco limonoid scaffold. Chem Commun (Camb) 47(23):6545-7.
doi: 10.1039/c1cc11388g.

Samanta R, Antonchick AP (2011). Palladium-catalyzed double C-H activation directed by sulfoxides in the synthesis of dibenzothiophenes. Angew Chem Int Ed Engl 50(22):5217-20.
doi: 10.1002/anie.201100775.


before 2011

Rueping M, Brinkmann C, Antonchick AP, Atodiresei I (2010). Asymmetric synthesis of indolines by catalytic enantioselective reduction of 3H-indoles. Org Lett 12(20):4604-7.
doi: 10.1021/ol1019234.

Antonchick AP, Gerding-Reimers C, Catarinella M, Schürmann M, Preut H, Ziegler S, Rauh D, Waldmann H (2010). Highly enantioselective synthesis and cellular evaluation of spirooxindoles inspired by natural products. Nat Chem 2(9):735-40.
doi: 10.1038/nchem.730.

Vintonyak VV, Antonchick AP, Rauh D, Waldmann H (2009). The therapeutic potential of phosphatase inhibitors. Curr Opin Chem Biol 13(3):272-83.
doi: 10.1016/j.cbpa.2009.03.021.

Rueping M, Antonchick AP, Sugiono E, Grenader K (2009). Asymmetric Brønsted acid catalysis: catalytic enantioselective synthesis of highly biologically active dihydroquinazolinones. Angew Chem Int Ed Engl 48(5):908-10.
doi: 10.1002/anie.200804770.

Rueping M, Antonchick AP (2008). Brønsted-acid-catalyzed activation of nitroalkanes: a direct enantioselective aza-Henry reaction. Org Lett 10(9):1731-4.
doi: 10.1021/ol8003589.

Rueping M, Antonchick AP (2008). Catalytic asymmetric aminoallylation of aldehydes: a catalytic enantioselective aza-Cope rearrangement. Angew Chem Int Ed Engl 47(52):10090-3.
doi: 10.1002/anie.200803610.

Rueping M, Antonchick AP (2008). A highly enantioselective Brønsted acid catalyzed reaction cascade. Angew Chem Int Ed Engl 47(31):5836-8.
doi: 10.1002/anie.200801435.

Rueping M, Antonchick AP, Brinkmann C (2007). Dual catalysis: a combined enantioselective Brønsted acid and metal-catalyzed reaction--metal catalysis with chiral counterions. Angew Chem Int Ed Engl 46(36):6903-6.
doi: 10.1002/anie.200702439

Rueping M, Antonchick AP (2007). Organocatalytic enantioselective reduction of pyridines. Angew Chem Int Ed Engl 46(24):4562-5.
doi: 10.1002/anie.200701158

Rueping M, Ieawsuwan W, Antonchick AP, Nachtsheim BJ (2007). Chiral Brønsted acids in the catalytic asymmetric Nazarov cyclization--the first enantioselective organocatalytic electrocyclic reaction. Angew Chem Int Ed Engl 46(12):2097-100.
doi: 10.1002/anie.200604809

Rueping M, Antonchick AP, Theissmann T (2006). Remarkably low catalyst loading in Brønsted acid catalyzed transfer hydrogenations: enantioselective reduction of benzoxazines, benzothiazines, and benzoxazinones. Angew Chem Int Ed Engl 45(40):6751-5.
doi: 10.1002/anie.200601832

Rueping M, Antonchick AP, Theissmann T (2006). A highly enantioselective Brønsted acid catalyzed cascade reaction: organocatalytic transfer hydrogenation of quinolines and their application in the synthesis of alkaloids. Angew Chem Int Ed Engl 45(22):3683-6.
doi: 10.1002/anie.200600191

Khripach VA, Zhabinskii VN, Konstantinova OV, Khripach NB, Antonchick AV, Antonchick AP, Schneider B (2005). Preparation of (25R)- and (25S)-26-functionalized steroids as tools for biosynthetic studies of cholic acids. Steroids 70(8):551-62.
http://dx.doi.org/10.1016/j.steroids.2005.02.014

Antonchick A, Svatos A, Schneider B, Konstantinova OV, Zhabinskii VN, Khripach VA (2005). 2,3-Epoxybrassinosteroids are intermediates in the biosynthesis of castasterone in seedlings of Secale cereale. Phytochemistry 66(1):65-72.
http://dx.doi.org/10.1016/j.phytochem.2004.11.008

Antonchick AP, Schneider B, Zhabinskii VN, Khripach VA (2004). Synthesis of [26,27-2H6]brassinosteroids from 23,24-bisnorcholenic acid methyl ester. Steroids 69(10):617-28.
http://dx.doi.org/10.1016/j.steroids.2004.05.014

Svatos A, Antonchick A, Schneider B (2004). Determination of brassinosteroids in the sub-femtomolar range using dansyl-3-aminophenylboronate derivatization and electrospray mass spectrometry. Rapid Commun Mass Spectrom 18(7):816-21.
doi: 10.1002/rcm.1413

Antonchick AP, Schneider B, Zhabinskii VN, Konstantinova OV, Khripach VA (2003). Biosynthesis of 2,3-epoxybrassinosteroids in seedlings of Secale cereale. Phytochemistry 63(7):771-6.
http://dx.doi.org/10.1016/S0031-9422(03)00354-6

Khripach VA, Zhabinskii VN, Antonchick AP, Konstantinova OV, Schneider B (2002). Synthesis of hexadeuterated 23-dehydroxybrassinosteroids. Steroids 67(13-14):1101-8.
http://dx.doi.org/10.1016/S0039-128X(02)00071-5

Khripach VA, Zhabinskii VN, Konstantinova OV, Khripach NB, Antonchick AP, Schneider B (2002). [3,3]-Claisen rearrangements in 24alpha-methyl steroid synthesis. Application to campesterol, crinosterol, and Delta25-crinosterol side chain construction. Steroids 67(7):597-603.
http://dx.doi.org/10.1016/S0039-128X(02)00007-7

Khripach VA, Zhabinskii VN, Konstantinova OV, Antonchick AP, Schneider B (2002). Synthesis of [26-2H(3)]brassinosteroids. Steroids 67(7):587-95.
http://dx.doi.org/10.1016/S0039-128X(02)00004-1




 
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