臺灣博碩士論文加值系統

在第一章節中，我們使用一新穎的串聯反應來合成苯并哌喃 [3,4-d] 吡咯衍生物，此反應擁有很高的產率、鏡像及非鏡像選擇性。在溫和的反應條件下，此串連反應可以有效的建立 6 個立體中心，其中包含 5 個四級碳中心的產物。

在第二章節中，一新穎的催化 Michael 加成-異構化反應，有效地合成 Rauhut-Currier 類型的產物，此反應得到少見的γ-不飽和丁內醯胺進行 alfa位置加成產物，並擁有很好的非鏡像選擇性。此反應還能進一步經由水解後脫脫羧，得到不能由一般查耳酮合成出的alfa加成產物。

In the first chapter, a novel cascade reaction was developed for the synthesis of chromeno[3,4-d]pyrrole in high yields and with excellent enantioselectivities. Under mild conditions, the cascade reactions efficiently established six stereogenic centers including five quaternary stereocenter in the expected products.

In the second chapter, a novel, base-catalyzed and highly diastereoselective direct Michael addition-isomerization sequence is presented for the efficient synthesis of Rauhut-Currier-type adducts. It was quite unexpected to see the α-addition of γ-butyrolactam onto the 3-acyl coumarin derivatives rather than the γ-addition, which is more common. The adducts could further undergo hydrolysis/decarboxylation to generate the products which are equivalent to those obtained by α-addition of γ-butyrolactam onto the corresponding chalcones.

簡歷 I
摘要 II
Abstract III
謝誌 IV
第一章 利用金雞納鹼衍生的雙官能基催化劑進行有機不對稱催化反應建構苯并 哌喃 [3,4-d] 吡咯衍生物 1
1-1 前言 1
1-2 亞胺葉立德的有機催化之發展與討論 1
1-3 研究動機 8
1-4 實驗結果與討論 9
1-4-1 最佳化催化劑篩選 10
1-4-2 最佳化溶劑篩選 12
1-4-3 添加劑效應 14
1-4-4 分子篩效應 16
1-4-5 當量數最佳化篩選 16
1-4-6 水對反應之影響 17
1-4-7最佳化溫度篩選 18
1-4-8 最佳化催化劑量篩選 19
1-4-9 取代基效應 20
1-4-10 衍生化的反應 21
1-4-11 推測反應機制 22
1-5 結論 24
1-6 未來展望 24
1-7 實驗部分 27
1-7-1實驗步驟 29
1-7-2 實驗數據 30
1-8 參考文獻 44
第二章 以, -不飽和丁內醯胺衍生物與香豆素衍生物進行有機催化之研究 45
2-1 前言 45
2-2 , -不飽和丁內醯胺衍生物的有機催化之發展與討論 46
2-3 研究動機 53
2-4 實驗結果與討論 54
2-4-1 反應機構之討論 55
2-4-2 最佳化催化劑篩選 57
2-4-3 最佳化溶劑篩選 58
2-4-4 取代基效應 59
2-4-5 有機不對稱催化之最佳化條件篩選 64
2-4-6 開環水解部分 67
2-5 結論 76
2-6 實驗部分 78
2-6-1 實驗步驟 80
2-6-2 實驗數據 81
2-7 參考文獻 112
附錄一 114
附錄二 191
附錄三 204

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