Studies on scope and limitation of sigmatropic rearrangement of γ-trifluoromethylated allylic alcohols γ-トリフルオロメチルアリルアルコール類に対するシグマトロピー転位の適用と限界に関する研究
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著者
書誌事項
- タイトル
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Studies on scope and limitation of sigmatropic rearrangement of γ-trifluoromethylated allylic alcohols
- タイトル別名
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γ-トリフルオロメチルアリルアルコール類に対するシグマトロピー転位の適用と限界に関する研究
- 著者名
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今野, 勉
- 著者別名
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コンノ, ツトム
- 学位授与大学
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東京工業大学
- 取得学位
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博士 (工学)
- 学位授与番号
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甲第3493号
- 学位授与年月日
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1997-03-26
注記・抄録
博士論文
目次
- 論文目録 / (0002.jp2)
- Contents / (0004.jp2)
- Chapter1 Introduction / p1 (0009.jp2)
- 1-1 Introduction / p1 (0009.jp2)
- 1-2 Limitation in the“Building block methodology” / p9 (0017.jp2)
- 1-3 Sigmatropic rearrangement / p14 (0022.jp2)
- 1-4 Utility in [2,3]-Wittig or [3,3]-Claisen rearrangement of γ-trifluoromethylated allylic alcohol derivatives / p22 (0030.jp2)
- References / p29 (0037.jp2)
- Chapter2 Preparation of chiral γ-trifluoromethylated and γ-difluoromethylated allylic alcohols / p33 (0041.jp2)
- 2-1 Introduction / p33 (0041.jp2)
- 2-2 Preparation of enantiomerically pure γ-trifluoromethylated allylic alcohols using enzymatic kinetic resolution / p35 (0043.jp2)
- 2-3 Preparation of γ-difluoromethylated allylic alcohols via a difluorocarbenemediated reaction as a key step / p44 (0052.jp2)
- 2-4 Conclusion / p50 (0058.jp2)
- References / p51 (0059.jp2)
- Experimental section / p53 (0061.jp2)
- Chapter3 [2,3]-Wittig rearrangement / p66 (0074.jp2)
- 3-1 Introduction / p66 (0074.jp2)
- 3-2 Stereoselection depending on the migrating terminus / p69 (0077.jp2)
- 3-3 Disadvantage of [2,3]-Wittig rearrangement in the synthesis of trifluoromethylated compounds / p72 (0080.jp2)
- 3-4 Examination of ester enolate [2,3]-Wittig rearrangement / p75 (0083.jp2)
- 3-5 Clarification of stereochemistry / p78 (0086.jp2)
- 3-6 Investigation of [2,3]-Wittig rearrangement of γ-difluoromethylated allylic alcohol derivatives / p81 (0089.jp2)
- 3-7 Mechanistic study I / p82 (0090.jp2)
- 3-8 Mechanistic study II / p86 (0094.jp2)
- 3-9 Ab initio and semiempirical calculations / p96 (0104.jp2)
- 3-10 Conclusion / p128 (0136.jp2)
- References / p129 (0137.jp2)
- Experimental section / p132 (0140.jp2)
- Chapter4 Ireland-Claisen rearrangement / p146 (0154.jp2)
- 4-1 Introduction / p146 (0154.jp2)
- 4-2 Ireland-Claisen rearrangement / p149 (0157.jp2)
- 4-3 Examination of [3,3]-Ireland-Claisen rearrangement of CF₃-containing substrates / p155 (0163.jp2)
- 4-4 Mechanistic study I / p167 (0175.jp2)
- 4-5 Mechanistic study II / p171 (0179.jp2)
- 4-6 Application of the rearranged products / p177 (0185.jp2)
- 4-7 Ireland-Claisen rearrangement of the difluoromethylated substrates / p198 (0206.jp2)
- 4-8 Conclusion / p200 (0208.jp2)
- References / p202 (0210.jp2)
- Experimental section / p206 (0214.jp2)
- Chapter5 Johnson-and Eshenmoser-Claisen rearrangements / p219 (0227.jp2)
- 5-1 Introduction / p219 (0227.jp2)
- 5-2 Johnson-Claisen rearrangement / p224 (0232.jp2)
- 5-3 Eshenmoser-Claisen rearrangement / p228 (0236.jp2)
- 5-4 Clarification of the stereochemistry / p230 (0238.jp2)
- 5-5 Johnson-Claisen rearrangement of γ-difluoromethylated propargylic and allylic alcohols / p235 (0243.jp2)
- 5-6 Conclusion / p236 (0244.jp2)
- References / p237 (0245.jp2)
- Experimental section / p238 (0246.jp2)
- Chapter6 Conclusion / p247 (0255.jp2)