ID 31869
本文ファイル
別タイトル
ランタノイド反応剤の合成と選択的有機合成反応への利用に関する研究
著者
牧岡 良和
NDC
化学
目次
Contents
Chapter 1. Introduction / p1
Chapter 2. Applications of Lanthanoid Reductants to Organic Synthesis / p19
 2. 1. Lanthanoid Mediated Intramolecular Cyclization of α, β-Unsaturated Carbonyl Compounds / p19
 2. 2. Reduction of Heterocumulenes Promoted by Low-Valent Lanthanoids / p33
 2. 3. Yb-TMSBr Promoted Homocoupling Reactions of Aliphatic Ketones, α, β-Unsaturated Ketones, and Imines / p49
 2. 4. Synthesis of 1, 2-Diarylacetylenes and α-Silylalcohols from Acylsilanes Mediated by Ytterbium Metal / p69
 2. 5. Deoxygenative Acylation of Diaryl Ketones with Acylsilanes Mediated by Lanthanoid Metals / p83
 2. 6. A Facile Generation of Organosamarium η³-Allyl Complexes by Reductive Cleavage of Allylic Ethers with (C₅Me₅)₂Sm(thf)n / p93
 2. 7. Generation of Allenic Samarium Complexes from Propargylic Ethers and (C₅Me₅)₂Sm(thf)₂ and Their Electrophilic Trapping / p117
Chapter 3. Synthetic Utilization of Lanthanoids as Lewis Acid Catalysts / p137
 3. 1. Lanthanoid(II) or-(III) Alkoxide-Promoted Reactions of Silyl Ketene Acetals with Aldehydes / p137
 3. 2. Facile Isomerization of Trialkylsilyl Enolates Catalyzed by Lanthanoid Trifluoromethanesulfonates / p159
 3. 3. Ytterbium(III) Triflate Catalyzed Synthesis of Quinoline Derivatives from N-Arylaldimines and Vinyl Ethers / p197
Chapter 4. Lanthanoid-Diaryl Ketone or -Triaryl Imine Complexes in Organic Synthesis / p217
 4. 1. Reaction of Lanthanoid Metals with Diaryl Thioketones / p217
 4. 2. Reactions of Lanthanoid-Diaryl Ketone and -Thioketone Complexes with Isocyanides / p237
 4. 3. Reaction of Lanthanoid-Diaryl Ketone Complexes with Alkynes / p253
 4. 4. Selective Isomerization of Terminal Alkynes Catalyzed by Lanthanoid-Triaryl Imine Complexes / p267
 4. 5. Isolation and Characterization of Ytterbium-Triaryl Imine Complexes / p289
 4. 6. Reaction of Ytterbium-Triaryl Imine Complexes / p303
Chapter 5. Conclusions / p317
Publications and Presentations / p323
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英語
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関連情報(references)
1. "Reduction of Heterocumulenes Promoted by Low-valent Lanthanoids" Yoshikazu Makioka Yun-Shan Liu, Bei-Zhi Bei, Zhi-Hua Zhou, Taka-aki Shindo, Yuki Taniguchi, Ken Takaki, and Yuzo Fujiwara, Nippon Kagaku Kaishi, 475-481 (1993).
2. "Lanthanoid(II) or -(III) Alkoxide-Promoted Reactions of Silyl Ketene Acetals with Aldehydes" Yoshikazu Makioka, Ikuko Nakagawa, Yuki Taniguchi, Ken Takaki, and Yuzo Fujiwara, J. Org. Chem., 58, 4771-4774 (1993).
3. "Novel Synthesis of 1, 2-Diarylacetylenes and α-Silylalcohols from Acylsilanes Mediated by Ytterbium Metal" Yuki Taniguchi, Nobuto Fujii, Shin-ya Uebori, Yoshikazu Makioka, Ken Takaki, and Yuzo Fujiwara, Chem. Lett., 1165-1168 (1993).
4. "Lanthanoid Mediated Intramolecular Cyclization of α, β-Unsaturated Carbonyl Compounds" Yuki Taniguchi, Takeshi Kusudo, Fumikazu Beppu, Yoshikazu Makioka, Ken Takaki, and Yuzo Fujiwara, Nippon Kagaku Kaishi, 62-67 (1994).
5. "Ytterbium Metal Mediated Desulfurization and Coupling Reaction of Diaryl Thioketones" Yoshikazu Makioka, Shin-ya Uebori, Masumi Tsuno, Yuki Taniguchi, Ken Takaki, and Yuzo Fujiwara, Chem. Lett., 611-614 (1994).
6. "Facile Isomerization of Trimethylsilyl Ketene Acetals to α-Trimethylsilyl Esters Catalyzed by Lanthanoid Trifluoromethanesulfonates" Yoshikazu Makioka, Yuki Taniguchi, Ken Takaki, and Yuzo Fujiwara, Chem. Lett., 645-648 (1994).
7. "Yb-TMSBr Promoted Homocoupling Reactions of Aliphatic Ketones and α, β-Unsaturated Ketones" Yuki Taniguchi, Manabu Nakahashi, Tatsuhiro Kuno, Masumi Tsuno, Yoshikazu Makioka, Ken Takaki, and Yuzo Fujiwara, Tetrahedron Lett., 35, 4111-4114 (1994).
8. "Novel Deoxygenative Acylation of Diaryl Ketones with Acylsilanes Mediated by Lanthanoid Metal" Yuki Taniguchi, Akihiro Nagafuji, Yoshikazu Makioka, Ken Takaki, and Yuzo Fujiwara, Tetrahedron Lett., 35, 6897-6898 (1994).
9. "A Facile Generation of Organosamarium η3-Allyl Complexes by Reductive Cleavage of Allylic Ethers with (C5Me5)2Sm(THF)n" Ken Takaki, Takeshi Kusudo, Shinya Uebori, Yoshikazu Makioka, Yuki Taniguchi, and Yuzo Fujiwara, Tetrahedron Lett., 36, 1505-1508 (1995).
10. "Ytterbium(III) Triflate Catalyzed Synthesis of Quinoline Derivatives from N-Arylaldimines and Vinyl Ethers" Yoshikazu Makioka, Takaaki Shindo, Yuki Taniguchi, Ken Takaki, and Yuzo Fujiwara, Synthesis, 801-804 (1995).
11. "Generation of Allenic Samarium Complexes from Propargylic Ethers and (C5Me5)2Sm(thf)2, and Their Electrophilic Trapping" Yoshikazu Makioka, Koji Koyama, Tetsushi Nishiyama, Ken Takaki, Yuki Taniguchi, and Yuzo Fujiwara, Tetrahedron Lett., 36, 6283-6286 (1995).
12. "Lanthanoid Metal Promoted Reaction of Diaryl Ketones and Thioketones with Isocyanides" Yoshikazu Makioka, Masumi Tsuno, Ken Takaki, Yuki Taniguchi, and Yuzo Fujiwara, Chem. Lett., 821-822 (1995).
13. "Synthetic Utility of Umpoled Diaryl Thioketone-Lanthanoid Intermediates: Desulfurization, Cross Coupling with Electrophiles, and Desulfurizative Homocoupling" Yoshikazu Makioka, Masumi Tsuno, Shin-ya Uebori, Yuki Taniguchi, Ken Takaki, and Yuzo Fujiwara, J. Org. Chem., 61, 372-375 (1996).
関連情報URL(references)
http://dx.doi.org/10.1246/nikkashi.1993.475
http://dx.doi.org/10.1021/jo00069a055
http://dx.doi.org/10.1246/cl.1993.1165
http://dx.doi.org/10.1246/nikkashi.1994.62
http://dx.doi.org/10.1246/cl.1994.611
http://dx.doi.org/10.1246/cl.1994.645
http://dx.doi.org/10.1016/S0040-4039(00)73126-1
http://dx.doi.org/10.1016/0040-4039(94)85035-6
http://dx.doi.org/10.1016/0040-4039(95)00071-J
http://dx.doi.org/10.1055/s-1995-4002
http://dx.doi.org/10.1016/0040-4039(95)01260-O
http://dx.doi.org/10.1246/cl.1995.821
http://dx.doi.org/10.1021/jo951355h
学位記番号
甲第1521号
授与大学
広島大学(Hiroshima University)
学位名
博士(工学)
学位名の英名
Engineering
学位の種類の英名
doctoral
学位授与年月日
1996-03-26
部局名
工学研究科