Highly stereoselective hydrogenation of unsaturated compounds : utilization of electrostatic attractive interaction between catalyst and substrate 不飽和化合物の高立体選択的水素化 : 基質-配位子間の静電的相互作用の活用
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著者
書誌事項
- タイトル
-
Highly stereoselective hydrogenation of unsaturated compounds : utilization of electrostatic attractive interaction between catalyst and substrate
- タイトル別名
-
不飽和化合物の高立体選択的水素化 : 基質-配位子間の静電的相互作用の活用
- 著者名
-
池田, 悟
- 著者別名
-
イケダ, サトル
- 学位授与大学
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東京都立大学
- 取得学位
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工学博士
- 学位授与番号
-
甲第252号
- 学位授与年月日
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1990-10-18
注記・抄録
博士論文
目次
- Contents / (0003.jp2)
- 1. Introduction. / p1 (0006.jp2)
- 1.1. The optical active compounds / p1 (0006.jp2)
- 1.2. Asymmetric synthesis / p3 (0008.jp2)
- 1.3. Rh(I)-catalyzed asymmetric hydrogenation / p6 (0011.jp2)
- 1.4. Effective use of attractive interaction / p37 (0042.jp2)
- 1.5. The aim of this study / p40 (0045.jp2)
- 1.6. References / p44 (0049.jp2)
- 2. Asymmetric hydrogenation of chiral dehydrodipeptides with Rh(I)-diphosphinite(POP-AE)catalyst system / p53 (0058.jp2)
- 2.1. Introduction / p53 (0058.jp2)
- 2.2. Asymmetric hydrogenation of N-acetyldehydrodipeptides / p58 (0063.jp2)
- 2.3. Use of Cy-POP-AE,dialkylphosphinoxy analogue of POP-AE / p62 (0067.jp2)
- 2.4. Asymmetric hydrogenation of N-benzyloxycarbonyldehydrodipeptides / p64 (0069.jp2)
- 2.5. Characteristics of POP-AE as chiral ligand for the hydrogenation of dehydrodipeptides / p68 (0073.jp2)
- 2.6. Experimental / p70 (0075.jp2)
- 2.7. References / p76 (0081.jp2)
- 3. 1,4-Asymmetric induction in diastereoselective hydrogenation of dehydrodipeptides using Rh(I)-achiral diphosphine(DPP-AE)system. / p78 (0083.jp2)
- 3.1. Introduction(design of DPP-AE) / p78 (0083.jp2)
- 3.2. Preparation of DPP-AE / p81 (0086.jp2)
- 3.3. Diastereoselective hydrogenation of dehydrodipeptides with Rh(I)-DPP-AE system / p86 (0091.jp2)
- 3.4. Examination of effect of reaction conditions on stereoselectivity / p94 (0099.jp2)
- 3.5. Experimental / p116 (0121.jp2)
- 3.6. Appendix / p118 (0123.jp2)
- 3.7. References / p120 (0125.jp2)
- 4. Mechanistic studies on the reaction scheme and the origin of stereoselection. / p123 (0128.jp2)
- 4.1. Introduction / p123 (0128.jp2)
- 4.2. Activation parameters / p127 (0132.jp2)
- 4.3. ³¹P NMR studies / p130 (0135.jp2)
- 4.4. References / p134 (0139.jp2)
- 5. Estimate of the role of the electrostatic interaction between catalyst and substrate in the stereoselection. / p137 (0142.jp2)
- 6. Further application of Rh(I)-DPP-AE system to asymmetric hydrogenation. / p139 (0144.jp2)
- 6.1. Modification of DPP-AE / p139 (0144.jp2)
- 6.2. Expansion of the scope of the substrate for hydrogenation / p161 (0166.jp2)
- 6.3. Experimental / p191 (0196.jp2)
- 6.4. References / p208 (0213.jp2)
- 7. Stereoselective hydrogenation of keto acid derivatives with Rh(I)catalyst / p212 (0217.jp2)
- 7.1. Introduction / p212 (0217.jp2)
- 7.2. Rh(I)-catalyzed asymmetric hydrogenation of carbonyl group using diphosphinite having dicyclohexylphosphinoxy groups / p218 (0223.jp2)
- 7.3. Diastereoselective hydrogenation using Rh(I)-Cy-DPP-AE. / p230 (0235.jp2)
- 7.4. Experimental / p233 (0238.jp2)
- 7.5. Appendix / p239 (0244.jp2)
- 7.6. References / p244 (0249.jp2)
- 8. Conclusions / p246 (0251.jp2)
- Acknowledgment / p256 (0261.jp2)
