- 學位論文
掩飾4-取代基鄰苯醌類與(1S)-7,7-二甲基-1-(亞硝羰基)雙環[2.2.1]庚-2-酮的Diels-Alder 加成反應之研究
Study on the Diels-Alder reactions of Masked 4-Substituted-o-benzoquinones and (1S)-7,7-dimethyl-1-(nitrosocarbonyl)bicyclo[2.2.1]heptan-2-one
摘要
本論文利用右旋樟腦磺酸合成出右旋樟腦醯亞硝，它與掩飾鄰苯醌(masked o-benzouinones)進行不對稱hetero-Diels-Alder反應。當掩飾鄰苯醌上四位置取代基為甲基、溴、縮酮，皆能得到高產率的環加成產物75%-89%，且高的非鏡像選擇性83%-99%。利用高效液相層析確立非鏡像選擇性和X-ray單晶繞射分析之ORTEP圖譜，我們可以推測出比旋值與絕對組態之關連性。
關鍵字
掩飾鄰苯醌並列摘要
This thesis is concerned with asymmetric nitroso-Diels-Alder (ANDA) reactions of masked-o-benzoquinones (MOBs) with nitroso dienophiles deriver from (+)-camphorsulfonic acid. The studied reactions gave 75%-89% yield and 83%-99% disastereoselsetivities and the relationship between specific rotation and absolute configuration of the ANDA products were determined by HPLC and X-ray crystallography.
參考文獻
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延伸閱讀
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- 楊裕德（2002）。N,N-雙(2-甲基)-4’-甲氧苯胺及1,1’-聯?酚銅錯合物之合成、結構及硫氧催化性質研究〔碩士論文，國立臺灣師範大學〕。華藝線上圖書館。https://www.airitilibrary.com/Article/Detail?DocID=U0021-1904200715344432
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- 牛廣浩（2012）。掩飾鄰苯醌與1-乙烯基環己烯及1-(丙-1-烯-2-基)環己烯的Diels-Alder反應之研究〔碩士論文，中原大學〕。華藝線上圖書館。https://doi.org/10.6840/cycu201200934
- 朱正明（2008）。I. Unsaturated carbonyl compounds and nitros: Advances in the Synthesis and Catalytic Applications of organosulfides; II. Highly Efficient Iodine-Catalyzed Hydroarylation of Arenes with Styrenes; III. Structure–Activity Relationships of 1,5-diaryl-pyrazole-3-carboxamide derivatives: A Novel Series of Potent CB1 Receptor Antagonists Related to SR141716A〔博士論文，國立臺灣師範大學〕。華藝線上圖書館。https://www.airitilibrary.com/Article/Detail?DocID=U0021-1610201315121314