発表論文

2021

Mondal, S.; Aher, R. D.; Bethi, V.; Lin, Y.-J.; Taniguchi, T.; Monde, K.; Tanaka, F. Control of reactions of pyruvates by catalysts: Direct enantioselective Mannich reactions of pyruvates catalyzed by amine-based catalyst systems. Org. Lett. 2022, 24, 1853-1858, doi: 10.1021/acs.orglett.2c00436.
URL: https://pubs.acs.org/doi/10.1021/acs.orglett.2c00436
URL: https://pubs.acs.org/articlesonrequest/AOR-VHITTB5NWJZHMEIIPEZV

Fujioka, T.; Numoto, N.; Akama, H.; Shilpa, K.; Oka, M.; Roy, P. K.; Krishna, Y.; Ito, N.; Baker, D.; Oda, M.; Tanaka, F. Varying the directionality of protein catalysts for aldol and retro-aldol reactions. ChemBioChem 2022, 23, e202100435, doi: 10.1002/cbic.202100435.
URL: https://chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/cbic.202100435

Pasha, M.; Tanaka, F. Organocatalytic diastereo- and enantioselective oxa-hetero-Diels-Alder reactions of enones with aryl trifluoromethyl ketones for the synthesis of trifluoromethyl-substituted tetrahydropyranes. Org. Biomol. Chem. 2021, 19, 9242-9250, doi: 10.1039/D10B01844B.
URL: https://pubs.rsc.org/en/content/articlelanding/2021/ob/d1ob01844b

Sohail, M.; Tanaka F. Dynamic kinetic asymmetric transformation of racemic diastereomers: Diastereo- and enantioconvergent Michael-Henry reactions to afford ppirooxindoles bearing furan-fused rings. Angew. Chem. Int. Ed. 2021, 60, 21256-21260, doi: 10.1002/anie.202108734. (German Edition: Angew. Chem. 2021, 133, 21426-21430, doi: 10.1002/ange.202108734)
URL: https://onlinelibrary.wiley.com/doi/10.1002/anie.202108734

2020

Krishna, Y.; Tanaka, F. Intramolecular Formal [4+2] cycloadditions: Synthesis of spiro isoindolinone derivatives and related molecules. Org. Lett. 2021, 23,1874-1879, doi: 10.1021/acs.orglett1c00283.
URL: https://pubs.acs.org/doi/full/10.1021/acs.orglett.1c00283

Garg, Y.; Tanaka, F. Enantioselective direct anti-selective Mannich-type reactions catalyzed by 3-pyrrolidinecarboxylic acid in the presence of potassium carbonate: Addition of potassium carbonate improves enantioselectivities. Org. Lett. 2020, 22, 4542-4546, doi: 10.1021/acs.orglett.0c01561.
URL: https://pubs.acs.org/doi/abs/10.1021/acs.orglett.0c01561

Pasha, M.; Tanaka, F. Catalytic enantioselective oxa-hetero-Diels-Alder reactions of enones with aryl trifluoromethyl ketones: Synthesis of tetrahydropyranones. Heterocycles 2021, 103, 198-204, doi: 10.3987/COM-20-S(K)22.
URL: https://www.heterocycles.jp/newlibrary/libraries/prepress
(then, left side, using Quick search" with doi)

2019

Maram, L.; Tanaka, F. Switching electrophile intermediates to nucleophiles: Michael and oxa-Diels-Alder reactions to afford polyoxy-functionalized piperidine derivatives with tetrasubstituted carbon. Org. Lett. 2020, 22, 2751-2755, doi: 10.1021/acs.orglett.0c00735.
URL: https://pubs.acs.org/doi/abs/10.1021/acs.orglett.0c00735

Zhang, D.; Chen, Y.; Cai, H.; Yin, L.; Zhong, J.; Man, J.; Zhang, Q.-F.; Bethi, V.; Tanaka F. Direct catalytic asymmetric synthesis of oxindole-derived d-hydroxy-b-ketoesters by aldol reactions. Org. Lett. 2020, 22, 6-10, doi: 10.1021/acs.orglett.9b03527.
URL: https://pubs.acs.org/doi/abs/10.1021/acs.orglett.9b03527

Sohail, M.; Tanaka F. Control of chemical reactions using molecules that buffer non-aqueous solutions. Chem. Eur. J. 2020, 26, 222-229, doi: 10.1002/chem.201903552.
URL: https://chemistry-europe.onlinelibrary.wiley.com/doi/abs/10.1002/chem.201903552

Krishna, Y.; Shilpa, K.; Tanaka, F. Intramolecular Mannich and Michael annulation reactions of lactam derivatives bearing enals to afford bicyclic N-heterocycles. Org. Lett. 2019, 21, 8444-8448, doi: 10.1021/acs.orglett.9b03210.
URL: https://pubs.acs.org/doi/abs/10.1021/acs.orglett.9b03210

Pasha, M.; Sohail, M.; Tanaka F. Intramolecular oxa-Michael reactions of aldols generated from enones and isatins to afford spirooxindole tetrahydropyrans. Heterocycles 2020, 101, 339-346, doi: 10.3987/COM-19-S(F)26.
URL: https://www.heterocycles.jp/newlibrary/libraries/journal/101/1
(then, left side, using "Quick search" with volume and page or doi)

Sohail, M.; Tanaka F. Dynamic stereoselective annulation via aldol-oxacyclization cascade reaction to afford spirooxindole pyran polycycles. Communications Chemistry 2019, 2, article number 73, doi: 10.1038/s42004-019-0177-5.
URL: https://www.nature.com/articles/s42004-019-0177-5

2018

Maram, L.; Tanaka, F. Mannich reactions of carbohydrate derivatives with ketones to afford polyoxy-functionalized piperidines. Org. Lett. 2019, 21, 1165-1169, doi: 10.1021/acs.orglett.9b00105.
URL: https://pubs.acs.org/doi/abs/10.1021/acs.orglett.9b00105

Chouthaiwale, P. V.; Aher, R. D.; Tanaka, F. Catalytic enantioselective formal (4+2) cycloaddition by aldol-aldol annulation of pyruvate derivatives with cyclohexane-1,3-diones to afford functionalized decalins. Angew. Chem. Int. Ed., 2018, 57, 13298-13301, doi: 10.1002/anie.201808219. Angew. Chem., 2018, 130, 13482-13485, doi: 10.1002/ange.201808219.
URL: https://doi.org/10.1002/anie.201808219

Enukonda, J.; Johnson, S.; Tanaka, F. C-Glycosidation of unprotected aldopentoses with ketones using proline-triethylamine as catalyst. Heterocycles 99, in press, doi: 10.3987/COM-18-S(F)13.
URL: https://www.heterocycles.jp/newlibrary/libraries/doi

Zhang, D.; Chuang, P.-S.; Cao, D.; Krishna, Y.; Shilpa, K.; Tanaka, F. Detection of enantiomers of chiral primary amines by ¹H NMR analysis via enamine formation with an enantiopure γ-position aldol product of a b-keto ester. Tetrahedron Lett. 2018, 59, 2248-2250, doi: 10.1016/j.tetlet.2018.04.079.
URL: https://www.sciencedirect.com/science/article/pii/S0040403918305653

Johnson, S.; Bagdi, A. K.; Tanaka, F. C-Glycosidation of unprotected di- and trisaccharide aldopyranoses with ketones using pyrrolidine-boric acid catalysis. J. Org. Chem. 2018, 83, 4581-4597, doi: 10.1021/acs.joc.8b00340.
URL: https://pubs.acs.org/doi/abs/10.1021%2Facs.joc.8b00340

Chouthaiwale, P. V.; Aher, R. D.; Tanaka, F. Reactions of pyruvate-derived dihydropyrans with formaldehyde: synthesis of functionalized furopyrans and related products. Heterocycles 2018, 97, 569-573, doi: 10.3987/COM-18-S(T)29.
URL: https://www.heterocycles.jp/newlibrary/libraries/doi

Yin, F.; Garifullina, A.; Tanaka, F. Correction: Synthesis of pyrrolidine-3-carboxylic acid derivatives via asymmetric Michael addition reactions of carboxylate-substituted enones. Org. Biomol. Chem. 2018, 16, 3052-3053, doi: 10.1039/c8ob90051e.
URL: http://pubs.rsc.org/en/content/articlelanding/2018/ob/c8ob90051e#!divAbstract

2017

Yin, F.; Garifullina, A.; Tanaka, F. Synthesis of pyrrolidine-3-carboxylic acid derivatives via asymmetric Michael addition reactions of carboxylate-substituted enones. Org. Biomol. Chem. 2017, 15, 6089-6092.
URL: http://pubs.rsc.org/en/content/articlelanding/2017/ob/c7ob01484h#!divAbstract

Zhang, D.; Tanaka, F. Determination of relative frequency of carbanion formation at a-positions of ketones under aldol reaction catalysis conditions. Org. Lett. 2017, 19, 3803-3806.
URL: http://pubs.acs.org/doi/abs/10.1021/acs.orglett.7b01676

Huang, J.-R.; Sohail; M.; Taniguchi, T.; Monde, K.; Tanaka, F. Formal (4+1) cycloaddition and enantioselective Michael-Henry-cascade reactions to synthesize spiro[4,5]decanes and spirooxindole polycycles. Angew. Chem. Int. Ed. 2017, 56, 5853-5857.
URL: http://onlinelibrary.wiley.com/doi/10.1002/anie.201701049/abstract

Chouthaiwale, P. V.; Lapointe, S.; Tanaka, F. Synthesis of 4-substituted-pyridine-2,6-dicarboxylic acid derivatives from pyruvates and aldehydes in one pot. Heterocycles 2017, 95, 587-594.
URL: https://www.heterocycles.jp/newlibrary/downloads/PDF/24781/95/1

2016

Kobayashi, K.; Ohshiro, T.; Tomoda, H.; Yin, F.; Cui, H.-L.; Chouthaiwale, P. V.; Tanaka, F. Discovery of SOAT2 Inhibitors from Synthetic Small Molecules. Bioorg. Med. Chem. Lett. 2016, 26, 5899-5901.
URL: http://www.sciencedirect.com/science/article/pii/S0960894X16311489

Zhang, D.; Tanaka, F. Catalytic enantioselective oxa-hetero-Diels-Alder reactions of enones with aryl trifluoromethyl ketones. RSC Advances 2016, 6, 61454-61457.
URL: http://pubs.rsc.org/en/content/articlelanding/2016/ra/c6ra13859d#!divAbstract

田中富士枝，酵素と有機分子触媒，CSJ カレントレビュー 22 有機分子触媒の化学，日本化学会編，化学同人 2016年, pp24-29. (In English: Tanaka, F. Enzymes and organocatalysts, in CSJ Current Review 22 The Chemistry of Organocatalysis, The Chemical Society of Japan, Kagakudojin, 2016, pp24-29.)

Cui, H.-L.; Chouthaiwale, P. V.; Yin, F. ; Tanaka, F. Catalytic asymmetric hetero-Diels-Alder reactions of enones with isatins to access functionalized spirooxindole tetrahydropyrans: Scope, derivatization, and discovery of bioactives. Org. Biomol. Chem. 2016, 14, 1777-1783.
URL: http://pubs.rsc.org/en/content/articlelanding/2016/ob/c5ob02393a#!divAbstract

Johnson, S.; Tanaka, F. Direct synthesis of C-glycosides from unprotected 2-N-acyl-aldohexoses via aldol condensation-oxa-Michael reactions with unactivated ketones. Org. Biomol. Chem. 2016, 14, 254-264.
URL: http://pubs.rsc.org/en/content/articlelanding/2016/ob/c5ob02094h#!divAbstract

Cui, H.-L.; Chouthaiwale, P. V.; Yin, F. ; Tanaka, F. Reaction-based mechanistic investigations of asymmetric hetero-Diels-Alder reactions of enones with isatins catalyzed by amine-based three-component catalyst systems. Asian J. Org. Chem. 2016, 5, 153-161.
URL: http://onlinelibrary.wiley.com/doi/10.1002/ajoc.201500412/epdf

2015

Zhang, D.; Tanaka, F. Aldol reactions of ketone donors with aryl trifluoromethyl ketone acceptors catalyzed by 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) for concise access to aryl- and trifluoromethyl-substituted tertiary alcohols. Adv. Synth. Cat. 2015, 357, 3458-3462.
URL: http://onlinelibrary.wiley.com/doi/10.1002/adsc.201500497/abstract

Jithender, E.; Katsuyama, I.; Zhang, D.; Johnson, S.; Tanaka, F. Aldol reactions of 1,2-diketones catalyzed by amines to afford furanose derivatives. Tetrahedron Lett. 2015, 56, 735-738.
URL: http://www.sciencedirect.com/science/article/pii/S0040403914021716

Tanaka, F. Development of efficient amine-based catalyst systems: Control of reactions of molecules that act as both nucleophiles and electrophiles. MEXT Grant Advanced Molecular Transformations by Organocatalysts News Letter 2015, No. 39, March 2015.
田中富士枝高性能アミン触媒システムの開発：求核剤および親電子剤となる分子の反応の制御　有機分子触媒による未来型分子変換 News Letter No. 39, 2015年3月.

2014

Chouthaiwale, P. V.; Tanaka, F. Reactions of pyruvates: organocatalytic synthesis of functionalized dihydropyrans in one pot and further transformations to functionalized carbocycles and heterocycles. Chem. Commun. 2014, 50, 14881-14884.
URL: http://pubs.rsc.org/en/content/articlelanding/2014/cc/c4cc06035k#!divAbstract

Cui, H.-L.; Tanaka, F. One-pot synthesis of polysubstituted 3-acylpyrroles by cooperative catalysis. Org. Biomol. Chem. 2014, 12, 5822-5826.
URL: http://pubs.rsc.org/en/content/articlelanding/2014/ob/c4ob01019a#!divAbstract

Zhang, D.; Johnson, S.; Cui, H.-L.; Tanaka, F. Synthesis of furanose spirooxindoles via 1,8-Diazabicyclo[5.4.0]undec-7-ene (DBU)-catalyzed aldol reactions of a pyruvic aldehyde derivative. Asian J. Org. Chem. 2014, 3, 391-394.
URL: http://onlinelibrary.wiley.com/doi/10.1002/ajoc.201400016/full

Mase, N.; Ando, T.; Shibagaki, F.; Sugita, A.; Narumi, T.; Toda, M.; Watanabe, N.; Tanaka, F. Fluorogenic aldehydes bearing arylethynyl groups: turn-on aldol reaction sensors for evaluation of organocatalysis in DMSO. Tetrahedron Lett. 2014, 55, 1946-1948.
URL: http://www.sciencedirect.com/science/article/pii/S0040403914002287

Katsuyama, I.; Chouthaiwale, P. V.; Akama, H.; Cui, H.-L.; Tanaka, F. Fluorogenic probes for aldol reactions: Tuning of fluorescence using p-conjugation systems. Tetrahedron Lett. 2014, 55, 74-78.
URL: http://www.sciencedirect.com/science/article/pii/S0040403913018790

2013

Mase, N.; Takabe, K.; Tanaka, F. Fluorogenic probes for chemical transformations: 9-anthracene derivatives for monitoring reaction progress by an increase in fluorescence. Tetrahedron Lett. 2013, 54, 4306-4308; erratum 2013, 54, 5140.
URL: http://www.sciencedirect.com/science/article/pii/S0040403913009544

Cui, H.-L.; Tanaka, F. Catalytic enantioselective formal hetero-Diels-Alder reactions of enones with isatins to give spirooxindole tetrahydropyranones. Chem. Eur. J. 2013, 19, 6213-6216; corrigendum 2013, 19, 12187.
URL: http://onlinelibrary.wiley.com/doi/10.1002/chem.201300595/abstract

Katsuyama, I.; Chouthaiwale, P. V.; Cui, H.-L.; Ito, Y.; Sando, A.; Tokiwa, H.; Tanaka, F. Substituent-dependent reactivity in aldehyde transformations: 4-(phenylethynyl)benzaldehydes versus simple benzaldehydes. Tetrahedron 2013, 69, 4098-4104.
URL:http://www.sciencedirect.com/science/article/pii/S0040402013004316

Tanaka, F. Synthesis of functionalized molecules and catalyst development strategies. MEXT Grant Advanced Molecular Transformations by Organocatalysts News Letter 2013, No. 21, Sept. 2013.
田中富士枝　官能基化された分子の合成と触媒開発戦略　有機分子触媒による未来型分子変換 News Letter No. 21, 2013年9月.