Eisuke Ota
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Recent Developments for the Ring Opening of Pyrrolidines and Unstrained Cyclic Amines via C−N Bond Cleavage Open
In recent years, the deconstructive transformation of unstrained cyclic amines via C−N bond cleavage has emerged as a powerful strategy for expanding chemical space and facilitating the synthesis of structurally diverse molecules. Notably,…
Catalytic Reductive Homocoupling of Benzyl Chlorides Enabled by Zirconocene and Photoredox Catalysis Open
The bibenzyl skeleton is prevalent in numerous natural products and other biologically active compounds. Radical homocoupling provides a straightforward approach for synthesizing bibenzyls in a single step with the reductive homocoupling o…
Selective C–N Bond Cleavage in Unstrained Pyrrolidines Enabled by Lewis Acid and Photoredox Catalysis Open
Cleavage of inert C-N bonds in unstrained azacycles such as pyrrolidine remains a formidable challenge in synthetic chemistry. To address this, we introduce an effective strategy for the reductive cleavage of the C-N bond in N-benzoyl pyrr…
Tailoring Unstrained Pyrrolidines via Reductive C–N Bond Cleavage with Lewis Acid and Photoredox Catalysis Open
Skeletal remodeling of unstrained azacycles such as pyrrolidine remains a formidable challenge in synthetic chemistry. To achieve such remodeling, continuous development of the cleavage of inert C–N bonds is essential. In this study, we in…
Catalytic Reductive Homocoupling of Benzyl Chlorides Enabled by Zirconocene and Photoredox Catalysis Open
The bibenzyl skeleton is prevalent in numerous natural products and other biologically active compounds. Radical homocoupling provides a straightforward approach for synthesizing bibenzyls in a single step, with the reductive homocoupling …
Harnessing zirconocene (III) for photoinduced carbon radical generation Open
With recent advances in photoredox chemistry, a variety of methods for generating carbon radicals have emerged. This review highlights recent approaches for radical generation utilizing zirconocene(III), a species infrequently employed in …
Chlorine Atom Transfer of Unactivated Alkyl Chlorides Enabled by Zirconocene and Photoredox Catalysis Open
Alkyl chlorides are robust precursors to carbon radicals; however, their relative inertness has hampered their practical use. Although modern photochemical strategies have greatly enhanced the utility of alkyl chlorides as radical precurso…
Structure–Function Study of a Novel Inhibitor of Cyclin-Dependent Kinase C in Arabidopsis Open
The circadian clock, an internal time-keeping system with a period of about 24 h, coordinates many physiological processes with the day–night cycle. We previously demonstrated that BML-259 [N-(5-isopropyl-2-thiazolyl) phenylacetamide], a s…
Activation of Alkyl Chlorides Enabled by Zirconocene and Photoredox Catalysis Open
C–Cl bond cleavage of unactivated alkyl chlorides with zirconocene and photoredox catalysis has been achieved. The present protocol exhibited a broader scope of alkyl chlorides compared to the preceding methods with titanocene. This scope …
Catalytic reductive ring opening of epoxides enabled by zirconocene and photoredox catalysis Open
The reductive ring opening of epoxides is a powerful transformation to convert readily accessible epoxides into a diverse array of valuable alcohols, including pharmaceuticals, agrochemicals, and functional polymers. Although significant p…
Palladium-Catalyzed Tandem Ester Dance/Decarbonylative Cou-pling Reactions Open
“Dance reaction” on the aromatic ring is a powerful method in organic chemistry to translocate functional groups on arene scaffolds. Notably, dance reactions of halides and pseudo-halides offer a unique platform for the divergent synthesis…
CCDC 2019539: Experimental Crystal Structure Determination Open
An entry from the Cambridge Structural Database, the world’s repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available …
CCDC 2019541: Experimental Crystal Structure Determination Open
An entry from the Cambridge Structural Database, the world’s repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available …
CCDC 2019538: Experimental Crystal Structure Determination Open
An entry from the Cambridge Structural Database, the world’s repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available …
CCDC 2019540: Experimental Crystal Structure Determination Open
An entry from the Cambridge Structural Database, the world’s repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available …
CCDC 2019542: Experimental Crystal Structure Determination Open
An entry from the Cambridge Structural Database, the world’s repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available …
Reverse Regioselectivity in Reductive Ring Opening of Epoxide Enabled by Zirconocene and Photoredox Catalysis Open
A ring opening of epoxide with zirconocene and photoredox catalysis has been developed. Compared to the ring opening methods with titanocene, the present protocol exhibited reverse regioselectivity to afford more-substituted alcohols via p…
Reverse Regioselectivity in Reductive Ring Opening of Epoxide Enabled by Zirconocene and Photoredox Catalysis Open
A ring opening of epoxide with zirconocene and photoredox catalysis has been developed. Compared to the ring opening methods with titanocene, the present protocol exhibited reverse regioselectivity to afford more-substituted alcohols via p…
Ganglioside GM3 Analogues Containing Monofluoromethylene-Linked Sialoside: Synthesis, Stereochemical Effects, Conformational Behavior, and Biological Activities Open
Glycoconjugates are an important class of biomolecules that regulate numerous biological events in cells. However, these complex, medium-size molecules are metabolically unstable, which hampers detailed investigations of their functions as…
Synthesis of Decaarylanthracene with Nine Different Substituents Open
A synthesis of decaarylanthracene with nine different substituents has been accomplished by a coupling/ring-transformation strategy. The oxidation of tetraarylthiophenes with four different substituents to the corresponding thiophene S-oxi…
Synthesis of Decaarylanthracene with Nine Different Substituents Open
A synthesis of decaarylanthracene with nine different substituents has been accomplished by a coupling/ring-transformation strategy. The oxidation of tetraarylthiophenes with four different substituents to the corresponding thiophene S -ox…
Synthesis of Decaarylanthracene with Nine Different Substituents Open
A synthesis of decaarylanthracene with nine different substituents has been accomplished by a coupling/ring-transformation strategy. The oxidation of tetraarylthiophenes with four different substituents to the corresponding thiophene S-oxi…
A unique small molecule pair controls the plant circadian clock Open
Summary Circadian clocks are the biological time keeping systems that coordinate genetic, metabolic, and physiological behaviors with the external day-night cycle. Previous studies have suggested possible molecular mechanisms for the circa…