Osamu Kitagawa

2019

Catalytic Enantioselective Synthesis of N-C Axially Chiral Sulfonamides through Chiral Palladium-Catalyzed N-Allylation

Kikuchi, Y., Nakamura, C., Matsuoka, M., Asami, R. & Kitagawa, O., 2019 6 21, ： : Journal of Organic Chemistry. 84, 12, p. 8112-8120 9 p.

研究成果: Article

Allylation

Sulfonamides

Palladium

Ligands

Derivatives

Chirality-dependent halogen bonds in axially chiral quinazolin-4-one derivatives bearing: Ortho -halophenyl groups

Imai, T., Niijima, E., Terada, S., Wzorek, A., Soloshonok, V. A., Hori, A. & Kitagawa, O., 2019 1 1, ： : CrystEngComm. 21, 22, p. 3385-3389 5 p.

研究成果: Article

Bearings (structural)

Halogens

Chirality

chirality

halogens

1 引用 (Scopus)

N-C Axially Chiral Compounds with an ortho-Fluoro Substituent and Steric Discrimination between Hydrogen and Fluorine Atoms Based on a Diastereoselective Model Reaction

Iida, A., Matsuoka, M., Hasegawa, H., Vanthuyne, N., Farran, D., Roussel, C. & Kitagawa, O., 2019 3 15, ： : Journal of Organic Chemistry. 84, 6, p. 3169-3175 7 p.

研究成果: Article

Fluorine

Hydrogen

Atoms

Bearings (structural)

Allylation

2018

2 引用 (Scopus)

N−C Axially Chiral Anilines: Electronic Effect on Barrier to Rotation and A Remote Proton Brake

Iwasaki, Y., Morisawa, R., Yokojima, S., Hasegawa, H., Roussel, C., Vanthuyne, N., Caytan, E. & Kitagawa, O., 2018 3 20, ： : Chemistry - A European Journal. 24, 17, p. 4453-4458 6 p.

研究成果: Article

Aniline Compounds

Aniline

Brakes

Protons

Design for testability

2 引用 (Scopus)

The self-disproportionation of enantiomers (SDE) of α-amino acid derivatives: facets of steric and electronic properties

Hosaka, T., Imai, T., Wzorek, A., Marcinkowska, M., Kolbus, A., Kitagawa, O., Soloshonok, V. A. & Klika, K. D., 2018 1 1, (Accepted/In press) ： : Amino Acids.

研究成果: Article

Enantiomers

Electronic properties

Derivatives

Amino Acids

Esters

1 引用 (Scopus)

α-Alkylation of N–C Axially Chiral Quinazolinone Derivatives Bearing Various ortho -Substituted Phenyl Groups: Relation between Diastereoselectivity and the ortho -Substituent

Matsuoka, M., Iida, A. & Kitagawa, O., 2018 5 29, (Accepted/In press) ： : Synlett.

研究成果: Article

Bearings (structural)

Quinazolinones

Chirality

Alkylation

Derivatives

2017

9 引用 (Scopus)

Diastereoselective α-Alkylation of Metallo Enamines Generated from N-C Axially Chiral Mebroqualone Derivatives

Matsuoka, M., Goto, M., Wzorek, A., Soloshonok, V. A. & Kitagawa, O., 2017 5 19, ： : Organic Letters. 19, 10, p. 2650-2653 4 p.

研究成果: Article

Chirality

alkylation

Alkylation

chirality

halides

6 引用 (Scopus)

Possible Case of Halogen Bond-Driven Self-Disproportionation of Enantiomers (SDE) via Achiral Chromatography

Terada, S., Hirai, M., Honzawa, A., Kitagawa, O., Kamizela, A., Wzorek, A. & Soloshonok, V. A., 2017 10 17, ： : Chemistry - A European Journal. 23, 58, p. 14631-14638 8 p.

研究成果: Article

Halogens

Enantiomers

Chromatography

Chirality

Hydrogen bonds

1 引用 (Scopus)

Specific reactivity of 2,4,6-tri-tert-butylanilide anions and its application to benzylation reagent

Yamada, T., Tsukagoshi, S. & Kitagawa, O., 2017 1 25, ： : Tetrahedron Letters. 58, 4, p. 317-320 4 p.

研究成果: Article

Anilides

Imidoesters

Anions

Alkylation

Ethers

2016

16 引用 (Scopus)

Catalytic Enantioselective Synthesis of N-C Axially Chiral Mebroqualone and Its Derivatives through Reductive Asymmetric Desymmetrization

Hirai, M., Terada, S., Yoshida, H., Ebine, K., Hirata, T. & Kitagawa, O., 2016 11 4, ： : Organic Letters. 18, 21, p. 5700-5703 4 p.

研究成果: Article

Quinazolinones

Enantioselectivity

Derivatives

catalysts

Catalysts

15 引用 (Scopus)

Catalytic Enantioselective Synthesis of N-C Axially Chiral Phenanthridin-6-one Derivatives

Hirata, T., Takahashi, I., Suzuki, Y., Yoshida, H., Hasegawa, H. & Kitagawa, O., 2016 1 4, ： : Journal of Organic Chemistry. 81, 1, p. 318-323 6 p.

研究成果: Article

Bearings (structural)

Amination

Enantioselectivity

Nitrogen

Derivatives

10 引用 (Scopus)

Chiral additive induced self-disproportionation of enantiomers under MPLC conditions: Preparation of enantiomerically pure samples of 1-(aryl)ethylamines from racemates

Goto, M., Tateishi, K., Ebine, K., Soloshonok, V. A., Roussel, C. & Kitagawa, O., 2016 5 1, ： : Tetrahedron Asymmetry. 27, 7-8, p. 317-321 5 p.

研究成果: Article

Ethylamines

Enantiomers

enantiomers

preparation

elution

2015

36 引用 (Scopus)

A comprehensive examination of the self-disproportionation of enantiomers (SDE) of chiral amides via achiral, laboratory-routine, gravity-driven column chromatography

Suzuki, Y., Han, J., Kitagawa, O., Aceña, J. L., Klika, K. D. & Soloshonok, V. A., 2015, ： : RSC Advances. 5, 4, p. 2988-2993 6 p.

研究成果: Article

Column chromatography

Enantiomers

Amides

Gravitation

Chromatography

10 引用 (Scopus)

Enantioselective synthesis of N-C axially chiral indoles through chiral palladium-catalyzed 5-endo-hydroaminocyclization

Morimoto, Y., Shimizu, S., Mokuya, A., Ototake, N., Saito, A. & Kitagawa, O., 2015 2 20, (Accepted/In press) ： : Tetrahedron.

研究成果: Article

Aniline Compounds

Indoles

Chirality

Enantioselectivity

Palladium

7 引用 (Scopus)

Relationship between rotational barriers and structures in N-C axially chiral 3,4-dihydroquinolin-2-one and 3,4-dihydrobenzoquinolin-2-one

Suzuki, Y., Takahashi, I., Dobashi, Y., Hasegawa, H., Roussel, C. & Kitagawa, O., 2015 1 1, ： : Tetrahedron Letters. 56, 1, p. 132-135 4 p.

研究成果: Article

Ground state

Crystal structure

Nuclear magnetic resonance

X rays

3,4-dihydroquinolin-2-one

8 引用 (Scopus)

The synthesis of optically active N-C axially chiral tetrahydroquinoline and its response to an acid-accelerated molecular rotor

Suzuki, Y., Kageyama, M., Morisawa, R., Dobashi, Y., Hasegawa, H., Yokojima, S. & Kitagawa, O., 2015 7 18, ： : Chemical Communications. 51, 56, p. 11229-11232 4 p.

研究成果: Article

Sulfonic Acids

Methane

Rotors

Acids

1,2,3,4-tetrahydroquinoline

2014

32 引用 (Scopus)

Asymmetric synthesis of atropisomeric compounds with an N-C chiral axis

Takahashi, I., Suzuki, Y. & Kitagawa, O., 2014 1 1, ： : Organic Preparations and Procedures International. 46, 1, p. 1-23 23 p.

研究成果: Article

2013

17 引用 (Scopus)

Chiral initiator-induces self-disproportionation of enantiomers via achiral chromatography: Application to enantiomer separation of racemate

Tateishi, K., Tsukagoshi, S., Nakamura, T., Watanabe, S., Soloshonok, V. A. & Kitagawa, O., 2013 9 18, ： : Tetrahedron Letters. 54, 38, p. 5220-5223 4 p.

研究成果: Article

Enantiomers

Chromatography

Rotational isomerism in 2,4,6-tri-tert-butylanilides

Ototake, N., Takahashi, I., Tsukagoshi, S., Maeda, T. & Kitagawa, O., 2013 1 21, ： : Tetrahedron. 69, 3, p. 1013-1016 4 p.

研究成果: Article

Anilides

Isomerization

Hydrogen bonds

Heating

2,4,6-tri-tert-butylanilide

4 引用 (Scopus)

Unique structural properties of 2,4,6-tri-tert-butylanilide: Isomerization and switching between separable amide rotamers through the reaction of anilide enolates

Tsukagoshi, S., Ototake, N., Ohnishi, Y., Shimizu, M. & Kitagawa, O., 2013 5 17, ： : Chemistry - A European Journal. 19, 21, p. 6845-6850 6 p.

研究成果: Article

Anilides

Isomerization

Amides

Structural properties

Acids

2012

22 引用 (Scopus)

Catalytic enantioselective synthesis of atropisomeric 2-aryl-4-quinolinone derivatives with an N-C chiral axis

Takahashi, I., Morita, F., Kusagaya, S., Fukaya, H. & Kitagawa, O., 2012 12 31, ： : Tetrahedron Asymmetry. 23, 24, p. 1657-1662 6 p.

研究成果: Article

4-Quinolones

Amination

aniline

ketones

Derivatives

22 引用 (Scopus)

Catalytic enantioselective synthesis of atropisomeric 2-aryl-4-quinolinone derivatives with an N-C chiral axis

Takahashi, I., Morita, F., Kusagaya, S., Fukaya, H. & Kitagawa, O., 2012 12 15, ： : Tetrahedron: Asymmetry. 23, p. 1657-1662

研究成果: Article

Catalytic Enantioselective Synthesis of Atropisomeric 4-Quinolinones with an N-C Chiral axis

Takahashi, I., Fumika, F., Morita, M., Izumi, S. & Kitagawa, O., 2012 10 30, ： : Default journal.

研究成果: Article

Enantiomer Enrichment of Non-racemic Chiral Amine Derivatives through Achiral Chromatography

Tateishi, K., Nakamura, T., Tsukagoshi, S. & Kitagawa, O., 2012 5 17, ： : Default journal.

研究成果: Article

Reversible Interconversion between Rotational Isomers of 2,4,6-Tri-tert-butylanilides

Tsukagoshi, S., Yusuke, Y., Ohnishi, O. & Kitagawa, O., 2012 10 30, ： : Default journal.

研究成果: Article

40 引用 (Scopus)

Self-disproportionation of enantiomers of non-racemic chiral amine derivatives through achiral chromatography

Nakamura, T., Tateishi, K., Tsukagoshi, S., Hashimoto, S., Watanabe, S., Soloshonok, V. A., Aceña, J. L. & Kitagawa, O., 2012 5 27, ： : Tetrahedron. 68, 21, p. 4013-4017 5 p.

研究成果: Article

Enantiomers

Chromatography

Amines

Derivatives

Acetamides

107 引用 (Scopus)

Self-disproportionation of enantiomers via achiral chromatography: A warning and an extra dimension in optical purifications

Soloshonok, V. A., Roussel, C., Kitagawa, O. & Sorochinsky, A. E., 2012 6 7, ： : Chemical Society Reviews. 41, 11, p. 4180-4188 9 p.

研究成果: Article

Enantiomers

Chromatography

Purification

Chirality

Bearings (structural)

107 引用 (Scopus)

Self-disproportionation of enantiomers via achiral chromatography: a warning and an extra dimension in optical purifications

Soloshono, V., Roussel, C., Kitagawa, O., Alex, A. & Sorochinsky, E., 2012 6 2, ： : Chem. Soc. Rev.. 41, p. 4180-4188

研究成果: Article

10 引用 (Scopus)

Studies on rotational barriers of N-C axially chiral compounds: Increase in the rotational barrier by aromatization

Suzumura, N., Kageyama, M., Kamimura, D., Inagaki, T., Dobashi, Y., Hasegawa, H., Fukaya, H. & Kitagawa, O., 2012 8 15, ： : Tetrahedron Letters. 53, 33, p. 4332-4336 5 p.

研究成果: Article

Aromatization

Discrete Fourier transforms

Nitrogen

10 引用 (Scopus)

Studies on rotational barriers of N-C axially chiral compounds: increase in the rotational barrier by aromatization

Suzumura, N., Kageyama, M., Kamimura, D., Inagak, T., Dobashi, Y., Hasegawa, H., Fukaya, H. & Kitagawa, O., 2012 8 1, ： : Tetrahedron Lett. 53, p. 4332-4336

研究成果: Article

Study on Rotational Barrier of N-C Axially Chiral Compounds: Remarkable Increase in the ROtational Barrier by Aromatization

Suzumura, N., Kageyama, M., Dobashi, Y. & Kitagawa, O., 2012 5 17, ： : Default journal.

研究成果: Article

2011

12 引用 (Scopus)

Catalytic enantioselective synthesis of novel atropisomeric compounds having an N-C chiral axis and their application to asymmetric reaction

Takahashi, M. & Kitagawa, O., 2011 9, ： : Yuki Gosei Kagaku Kyokaishi/Journal of Synthetic Organic Chemistry. 69, 9, p. 985-993 9 p.

研究成果: Article

Anilides

Lactams

Derivatives

Indoles

Amination

19 引用 (Scopus)

Intramolecular Diels-Alder reaction of N-allyl 2-furoyl amides: Effect of steric strain and amide rotational isomerism

Nakamura, M., Takahashi, I., Yamada, S., Dobashi, Y. & Kitagawa, O., 2011 1 5, ： : Tetrahedron Letters. 52, 1, p. 53-55 3 p.

研究成果: Article

Amides

Cyclization

Discrete Fourier transforms

Nitrogen

Atoms

19 引用 (Scopus)

Intramolecular Diels-Alder Reaction of N-Allyl 2-Furoyl Amides: Effect of Steric Strain and Amide Rotational Isomerism

Nakamura, M., Takahashi, I., Yamada, S., Dobashi, Y. & Kitagawa, O., 2011 1 1, ： : Tetrahedron Lett. 52, p. 53-55

研究成果: Article

8 引用 (Scopus)

Notable structural property of 2,4,6-Tri- tert -butylanilide enolates: Interconversion between the rotamers and their reactivity

Ohnishi, Y., Sakai, M., Nakao, S. & Kitagawa, O., 2011 6 3, ： : Organic Letters. 13, 11, p. 2840-2843 4 p.

研究成果: Article

Anilides

Lithium

Structural properties

reactivity

lithium

8 引用 (Scopus)

Notable Structural Property of 2,4,6-Tri-tert-butylanilide Enolates: Interconversion between the Rotamers and Their Reactivity

Ohnishi, Y., Sakai, M., Nakao, S. & Kitagawa, O., 2011 5 20, ： : Organic Letters. 13, p. 2840-2843

研究成果: Article

2010

44 引用 (Scopus)

Atropisomeric lactam chemistry: catalytic enantioselective synthesis, application to asymmetric enolate chemistry and synthesis of key intermediates for NET inhibitors

Takahashi, M., Tanabe, H., Nakamura, T., Kuribara, D., Yamazaki, T. & Kitagawa, O., 2010 1 2, ： : Tetrahedron. 66, 1, p. 288-296 9 p.

研究成果: Article

Lactams

Anilides

Silica Gel

Lithium

Purification

44 引用 (Scopus)

Atropisomeric lactam chemistry: catalytic enantioselective synthesis, application to asymmetric enolate chemistry and synthesis of key intermediates for NET inhibitors

Takahashi, M., Tanabe, H., Nakamura, T., Kuribara, D., Yamazaki, T. & Kitagawa, O., 2010 1 5, ： : Tetrahedron. 66, p. 288-296

研究成果: Article

44 引用 (Scopus)

Catalytic enantioselective synthesis of atropisomeric indoles with an N-C chiral axis

Ototake, N., Morimoto, Y., Mokuya, A., Fukaya, H., Shida, Y. & Kitagawa, O., 2010 6 18, ： : Chemistry - A European Journal. 16, 23, p. 6752-6755 4 p.

研究成果: Article

Indoles

palladium chloride

1,3-benzodioxole

44 引用 (Scopus)

Catalytic Enantioselective Synthesis of Atropisomeric Indoles with an N-C Chiral Axis.

Ototake, N., Morimoto, Y., Mokuya, A., Fukaya, H., Shida, Y. & Kitagawa, O., 2010 5 13, ： : Chem. Eur. J.. 16, p. 6752-6755

研究成果: Article

2009

14 引用 (Scopus)

Highly selective stereodivergent synthesis of separable amide rotamers, by using Pd chemistry, and their thermodynamic behavior

Ototake, N., Nakamura, M., Dobashi, Y., Fukaya, H. & Kitagawa, O., 2009 5 11, ： : Chemistry - A European Journal. 15, 20, p. 5090-5095 6 p.

研究成果: Article

Anilides

Allylation

Amides

Thermodynamics

Isomers

Highly Selective Stereodivergent Synthesis of Separable Amide Rotamers Using Pd Chemistry and Their Thermodynamic Behaviors.

Ototake, N., Nakamura, M., Dobashi, Y., Fukaya, H. & Kitagawa, O., 2009 5 1, ： : Chem. Eur. J.. 15, p. 5090-5095

研究成果: Article

2008

26 引用 (Scopus)

Catalytic enantioselective synthesis of key intermediates for NET inhibitors using atropisomeric lactam chemistry

Kitagawa, O., Kurihara, D., Tanabe, H., Shibuya, T. & Taguchi, T., 2008 1 14, ： : Tetrahedron Letters. 49, 3, p. 471-474 4 p.

研究成果: Article

Lactams

Enantioselectivity

Alkylation

Hydration

Stereoselective synthesis of separable amide rotamers using p-allyl-Pd catalyst and their thermodynamic behavior

Ototake, N., Taguchi, T. & Kitagawa, O., 2008 8 1, ： : Tetrahedron Lett.. 49, p. 5458-5460

研究成果: Article

8 引用 (Scopus)

Stereoselective synthesis of separable amide rotamers using π-allyl-Pd catalyst and their thermodynamic behavior

Ototake, N., Taguchi, T. & Kitagawa, O., 2008 9 15, ： : Tetrahedron Letters. 49, 38, p. 5458-5460 3 p.

研究成果: Article

Allylation

Amides

Thermodynamics

Catalysts

Anilides

2007

Highly Enantioselctive Synthesis of Atropisomeric Lactams through Catalytic Asymmetric Buchwald-Hartwig Amination

Kitagawa, O., Tanabe, H. & Taguchi, T., 2007 8 23, ： : Default journal.

研究成果: Article

2006

18 引用 (Scopus)

Catalytic asymmetric desymmetrization of meso-diamide derivatives through enantioselective N-allylation with a chiral π-allyl Pd catalyst: Improvement and reversal of the enantioselectivity

Kitagawa, O., Matsuo, S., Yotsumoto, K. & Taguchi, T., 2006 3 17, ： : Journal of Organic Chemistry. 71, 6, p. 2524-2527 4 p.

研究成果: Article

Allylation

Diamide

Enantioselectivity

Derivatives

Catalysts

Catalytic Asymmetyric Desymmetrization of meso-Diamide derivatives through Enantioselective N-Allylation Using Chiral -Allyl Pd Catalyst: Improvement and Reversal of the Enantioselectivity.

Kitagawa, O., Matsuo, S., Yotsumoto, K. & Taguchi, T., 2006 2 1, ： : J. Org. Chem.. 71, p. 2524-2527

研究成果: Article

93 引用 (Scopus)

Highly enantioselective synthesis of atropisomeric anilide derivatives through catalytic asymmetric N-arylation: Conformational analysis and application to asymmetric enolate chemistry

Kitagawa, O., Yoshikawa, M., Tanabe, H., Morita, T., Takahashi, M., Dobashi, Y. & Taguchi, T., 2006 10 4, ： : Journal of the American Chemical Society. 128, 39, p. 12923-12931 9 p.

研究成果: Article

Anilides

Lactams

Derivatives

Amination

Enantioselectivity

93 引用 (Scopus)

Highly Enantioselective Synthesis of Atropisomeric Anilide Derivatives through Catalytic Asymmetric N-Arylation: Conformational Analysis and Application to Asymmetric Enolate Chemistry.

Kitagawa, O., Yoshikawa, M., Tanabe, H., Morita, T., Takahashi, M., Dobashi, Y. & Taguchi, T., 2006 9 7, ： : J. Am. Chem. Soc.. 128, p. 12923-12931

研究成果: Article

北川 理

北川理