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2経歴
5-
1997年4月 - 現在
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1994年4月 - 1997年3月
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1988年7月 - 1994年3月
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1992年4月 - 1993年3月
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1985年4月 - 1988年6月
学歴
4-
- 1985年
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- 1985年
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- 1980年
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- 1980年
委員歴
3-
2021年2月 - 2023年2月
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2018年4月 - 2022年3月
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2018年5月 - 2020年5月
受賞
7-
2018年2月
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2016年3月
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2012年11月
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2009年3月
論文
46-
Chemistry – A European Journal 29(45) 2023年7月17日Abstract The hydrosilylation of alkenes is one of the most important methods for the synthesis of organosilicon compounds. In addition to the platinum‐catalyzed hydrosilylation, silyl radical addition reactions are notable as economic reactions. An efficient and widely applicable silyl radical addition reaction was developed by using 2‐silylated dihydroquinazolinone derivatives under photocatalytic conditions. Electron‐deficient alkenes and styrene derivatives underwent hydrosilylation to give addition products in good to high yields. Mechanistic studies indicated that the photocatalyst functioned not as a photoredox catalyst but as an energy transfer catalyst. DFT calculations clarified that the triplet excited state of 2‐silylated dihydroquinazolinone derivatives released a silyl radical through the homolytic cleavage of a carbon‐silicon bond, and this was followed by the hydrogen atom transfer pathway, not the redox pathway.
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Journal of the American Chemical Society 145(29) 15906-15911 2023年7月13日
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The Journal of Organic Chemistry 88(12) 7774-7783 2023年4月12日
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The Journal of Organic Chemistry 87(22) 15499-15510 2022年11月2日
MISC
209-
Chemical Communications (21) 2271-2273 2006年N-Alkylaminocarbene complexes of chromium were found to react with α,β-unsaturated aldehydes to give pyrroles in good yields. © The Royal Society of Chemistry 2006.
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Tetrahedron Lett. 46(49) 8563-8566 2005年12月An enantioselective [3+2] annulation reaction of allenylstannane and α-imino ester was developed. Stille coupling of the resulting 4-stannyl dehydroproline gave optically active 4-arylated dehydroprolines in good yields. © 2005 Elsevier Ltd. All rights reserved.
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有機合成化学協会誌 63(11) 1062-1068 2005年11月
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Yuki Gosei Kagaku Kyokaishi/Journal of Synthetic Organic Chemistry 63(11) 1062-1068 2005年11月Brønsted acid-catalyzed nucleophilic addition and cycloaddition reaction with imines are described. In the first part, HBE 4-catalyzed Mannich-type reaction of silyl enolate with aldimine in aqueous media is described. When SDS was used as a surfactant, an organic solvent was not necessary and the carbon-carbon bond forming reactions proceeded smoothly in water alone as a solvent. Aza Diels-Alder reaction, also took place in aqueous media by Brønsted acid catalysis. In the latter part, chiral Brønsted acid-catalyzed enantioselective reactions are presented. We prepared a cyclic phosphoric acid diester starting from (R)-BINOL. It was found that the acid exhibited excellent catalytic activity as a chiral Brønsted acid in the Mannich-type reaction, hydrophosphonylation, and aza Diels-Alder reaction.
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SYNTHESIS-STUTTGART (15) 2606-2608(15) 2606-2608 2005年10月Montmorillonite K10 catalyzed Mannich-type reaction and hydrophosphonylation proceeded smoothly in water at room temperature to give P-amino esters and alpha-amino phosphonates, respectively, in good to high yields.
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Adv. Synth. Catal. 347(11-13) 1523-1526 2005年10月
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ADVANCED SYNTHESIS & CATALYSIS 347(11-13) 1523-1526 2005年10月A novel cyclic dialkyl phosphate was synthesized starting from (+)-diethyl tartrate. Its catalytic activity as a chiral Bronsted acid has been examined in the Mannich-type reaction of a ketene silyl acetal with aldimines as a model reaction. The corresponding P-amino acid esters were obtained with high enantioselectivity.
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Advanced Synthesis and Catalysis 347(11-13) 1523-1526 2005年10月A novel cyclic dialkyl phosphate was synthesized starting from (+)-diethyl tartrate. Its catalytic activity as a chiral Brønsted acid has been examined in the Mannich-type reaction of a ketene silyl acetal with aldimines as a model reaction. The corresponding β-amino acid esters were obtained with high enantioselectivity. © 2005 Wiley-VCH Verlag GmbH & Co. KGaA.
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Org. Lett. 7(13) 2583-2585 2005年6月(Chemical Equation Presented) A cyclic phosphoric acid derivative, derived from (R)-BINOL, was used as a chiral Brønsted acid (10 mol %) in hydrophosphonylation of aldimines with diisopropyl phosphite at room temperature. α-Amino phosphonates were obtained with good to high enantioselectivities. © 2005 American Chemical Society.
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SYNLETT (6) 1024-1026(6) 1024-1026 2005年4月The Mannich-type reaction of silyl enolates with aldimines occurred smoothly with [emim]OTf as a solvent and without the addition of an activator to afford beta-amino carbonyl compounds in excellent yields.
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Chem. Lett. 34(4) 538-539 2005年4月Cyclopropylmethylsilanes and α-keto aldehydes underwent novel [3+2] cycloaddition reaction to afford 2-silylmethyl substituted tetrahydrofurans in good yields. Relative stereochemistries of the products were dependent on the reaction temperatures, trans- and cis-tetrahydrofurans were obtained stereoselectively at 0°C and at -78°C, respectively. Copyright © 2005 The Chemical Society of Japan.
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Org. Lett. 7(6) 1051-1053 2005年3月17日
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ORGANIC LETTERS 7(6) 1051-1053 2005年3月The catalytic, enantioselective [3 + 2] cycloaddition reaction of 1-alkyl-substituted allenylsilanes with alpha-imino ester has been achieved by means of [Cu(MeCN)(4)]BF4/(R)-DM-SEGPHOS catalyst to afford silyl-substituted dehydroproline derivatives in high yields and enantioselectivities.
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Organic Letters 7(6) 1051-1053 2005年3月(Chemical Equation Presented) The catalytic, enantioselective [3 + 2] cycloaddition reaction of 1-alkyl-substituted allenylsilanes with α-imino ester has been achieved by means of [Cu(MeCN)4]BF4/(R)-DM- SEGPHOS catalyst to afford silyl-substituted dehydroproline derivatives in high yields and enantioselectivities. © 2005 American Chemical Society.
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SYNLETT (2) 322-324(2) 322-324 2005年2月HCl-catalyzed Mannich reaction of cyclic ketone, aromatic aldehyde, and aromatic amine proceeded smoothly in water in the presence of SDS to afford the corresponding beta-amino ketone with high anti selectivity.
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SYNLETT (2) 322-324(2) 322-324 2005年2月HCl-catalyzed Mannich reaction of cyclic ketone, aromatic aldehyde, and aromatic amine proceeded smoothly in water in the presence of SDS to afford the corresponding beta-amino ketone with high anti selectivity.
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SYNLETT (2) 322-324 2005年2月HCl-catalyzed Mannich reaction of cyclic ketone, aromatic aldehyde, and aromatic amine proceeded smoothly in water in the presence of SDS to afford the corresponding beta-amino ketone with high anti selectivity.
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有機合成化学協会誌 63(11), 1062-1068 2005年
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Chemistry Letters 33(7) 922-923 2004年7月CF3SO3H-catalyzed [4+2] aza Diels-Alder reaction of aldimines with silyl enol ethers, and subsequent in situ oxidation furnished quinoline derivatives in good to excellent yields, wherein use of CF 3SO3H as a Brønsted acid is critical for the cyclization reaction.
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SYNTHESIS-STUTTGART (10) 1648-1654(10) 1648-1654 2004年7月Triarylsulfonium bromides were synthesized by the reaction of diaryl sulfoxides with aryl Grignard reagents in the presence of TMSCl followed by treatment with HBr aqueous solution. Triarylsulfonium bromides bearing three identical substituents on sulfur atom were synthesized by the treatment of dimethyl sulfite or thionyl chloride with 5 equivalents of Grignard reagent in the presence of TMSCl.
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SYNLETT (7), 1282-1284(7) 1282-1284 2004年6月It was found that monofluoroarenes were reduced to the corresponding hydrodefluorinated arenes by the treatment of 5 mol% of NbCl5 and LiAlH4. Based on the substituent effect observed, an aromatic nucleophilic substitution mechanism is proposed.
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ORGANIC LETTERS 6(3) 353-355 2004年2月Alkynyl imines underwent [4 + 2] electrocyclization in the presence of 20 mol % W(CO)(5)(THF) to give 2-arylated quinolines in good yields. A deuterium labeling study suggests that the reaction proceeds via a tungsten vinylidene complex.
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ORGANIC LETTERS 6(3) 353-355 2004年2月Alkynyl imines underwent [4 + 2] electrocyclization in the presence of 20 mol % W(CO)(5)(THF) to give 2-arylated quinolines in good yields. A deuterium labeling study suggests that the reaction proceeds via a tungsten vinylidene complex.
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Organic Letters 6, (3) 353-355 2004年
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Angew. Chem. Int. Ed. 43(12) 1566-1568 2004年No metal required: The Mannich-type reaction of ketene silyl acetals 2 with aldimines 1 proceeded highly enantioselectively to afford the syn isomer of β-aminoesters 3 with up to 96% ee under the influence of a chiral Brønsted acid 4 derived from (R)-BINOL.
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Organic Letters 6, (3) 353-355 2004年
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ORGANIC LETTERS 5(20) 3691-3693 2003年10月The catalytic, enantioselective [2 + 2] cycloaddition reaction of 1-methoxyallenylsilanes with a-imino ester has been achieved by means of the [Cu(MeCN)(4)]BF4/(R)-Tol-BINAP catalyst to afford 3-methylene-azetidine 2-carboxylates in good yields and with excellent enantiomeric excesses. The acid-catalyzed ring opening of the azetidines afforded chiral acylsilanes quantitatively.
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Organic Letters 5(20) 3691-3693 2003年10月(Matrix presented) The catalytic, enantioselective [2 + 2] cycloaddition reaction of 1-methoxyallenylsilanes with α-imino ester has been achieved by means of the [Cu(MeCN)4]BF4/(R)-Tol-BINAP catalyst to afford 3-methylene-azetidine 2-carboxylates in good yields and with excellent enantiomeric excesses. The acid-catalyzed ring opening of the azetidines afforded chiral acylsilanes quantitatively.
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Synlett (10, 1463-1464(10) 1463-1464 2003年8月
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SYNLETT (10), 1463-1464(10) 1463-1464 2003年8月Three-component reactions of aldehydes, amine, and diethyl phosphite by means of CF3COOH under the solvent-free conditions afforded alpha-amino phosphonates in excellent yields.
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Synlett (10) 1463-1464 2003年8月Three-component reactions of aldehydes, amine, and diethyl phosphite by means of CF3COOH under the solvent-free conditions afforded α-amino phosphonates in excellent yields.
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TETRAHEDRON LETTERS 44(21) 4011-4013 2003年5月Treatment of trifluoroacetaldehyde N,O-acetal with diazoacetate in the presence of a Lewis acid furnished CF3-substituted aziridinecarboxylates in good yields. Both cis and trans isomers were obtained stereoselectively by the proper choice of the ester substituents. Use of a chiral diazoacetate derived from (R)-pantolactone led to highly diastereoselective aziridination (94% de). (C) 2003 Elsevier Science Ltd. All rights reserved.
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CHEMICAL COMMUNICATIONS (14), 1734-1735(14) 1734-1735 2003年A novel 18-membered chiral crown ether was prepared in four steps starting from L-quebrachitol, a chiro-inositol, and its catalytic activity in the Michael addition reaction of glycine imine with several Michael acceptors was studied.
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Org. Lett. 5, (20), 3691 - 3693 2003年
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Org. Lett. 5, (20), 3691 - 3693 2003年
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ORGANIC LETTERS 4(22) 3967-3969 2002年10月[GRAPHICS] Alkyl-substituted chromium Fischer carbene complexes were found to react with various N-tosylimines to give,beta-methoxy allylic amine derivatives under thermal conditions. This result is essentially distinct from the photochemical outcome in which beta-lactam derivatives are obtained.
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SYNLETT 8, 1269(8) 1269-1272 2002年8月The HBF4 (0.1 equiv)-catalyzed Mannich-type reactions of ketene silyl acetals with aldimines proceeded smoothly in water in the coexistence of as low as 1 mol% of SDS. Furthermore, the Mannich-type reaction also took place in water in the absence of SDS by means of 0.3 equiv of HBF4 to afford the corresponding beta-amino esters in high yields.
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SYNLETT 8, 1269(8) 1269-1272 2002年8月The HBF4 (0.1 equiv)-catalyzed Mannich-type reactions of ketene silyl acetals with aldimines proceeded smoothly in water in the coexistence of as low as 1 mol% of SDS. Furthermore, the Mannich-type reaction also took place in water in the absence of SDS by means of 0.3 equiv of HBF4 to afford the corresponding beta-amino esters in high yields.
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Advanced Synthesis and Catalysis 344(3-4) 338-347 2002年5月HBF4-catalyzed Mannich-type reaction of silyl enolates with aldimines took place smoothly in aqueous organic solvent to afford β-aminocarbonyl compounds in high yields. The HBF4-catalyzed Mannich-type reaction also proceeded smoothly in water without organic solvent in the presence of a surfactant. A three-component synthesis starting from aldehyde, amine, and silyl enolate was successfully realized by means of a Brønsted acid in aqueous media.
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Advanced Synthesis and Catalysis 344(3-4) 338-347 2002年5月HBF4-catalyzed Mannich-type reaction of silyl enolates with aldimines took place smoothly in aqueous organic solvent to afford β-aminocarbonyl compounds in high yields. The HBF4-catalyzed Mannich-type reaction also proceeded smoothly in water without organic solvent in the presence of a surfactant. A three-component synthesis starting from aldehyde, amine, and silyl enolate was successfully realized by means of a Brønsted acid in aqueous media.
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中央大学理工学研究所論文集 (7) 37-43 2002年3月31日Samarium diiodide (SmI2) in the copresence of chlorotrimethylsilane reduces cyclic ketones efficiently, compared with samarium diiodide alone, providing the corresponding reductive coupling products, alcohols, and their silyl ethers with the formation of enol silyl ethers. Possible reaction pathways for this reduction are discussed in detail. In addition, this paper also deals with the reduction of alkyl aryl ketones using a mixed system of metallic samarium and chlorotrimethylsilane, which leads to the pinacol coupling of ketones. The stereoselectivity of this coupling reaction is also investigated.【査読有】
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Chemistry Letter 3, 298(3) 298-299 2002年3月
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CHEMISTRY LETTERS 3, 298(3) 298-299 2002年3月Catalytic, enantioselective propargyl- and allenylation reactions of alpha-imino ester have been achieved by means of the [Cu( McCN)(4)]ClO4/(R)-tol-BINAP catalyst to afford the corresponding propargyl- and allenyl-substituted alpha-amino acid derivatives, respectively, in good yields with good enantiomeric excesses.
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Org. Lett 4(22), 3967 2002年
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J. Chem. Sol. Perkin Prans Ⅰ 9, 1157(9) 1157-1158 2002年
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Org. Lett 4(22), 3967 2002年
書籍等出版物
1-
Wiley-VCH 2004年 (ISBN: 3527305084)
共同研究・競争的資金等の研究課題
27-
日本学術振興会 科学研究費助成事業 2020年4月 - 2023年3月
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日本学術振興会 科学研究費助成事業 2020年4月 - 2022年3月
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日本学術振興会 科学研究費補助金挑戦的研究（萌芽） 2018年4月 - 2020年3月
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日本学術振興会 科学研究費補助金基盤研究（B） 2017年4月 - 2020年3月
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日本学術振興会 科学研究費補助金挑戦的萌芽 2016年4月 - 2018年3月