- 學位論文
利用鈀金屬錯合物(II)對炔醛類化合物進行加成反應及利用氯化銅(II)對醛類化合物進行雙甲氧基縮醛保護基反應
Transition Metals Promoted Addition of Alkynyl Aldehyde and Dimethyl Acetal Protecting Reactions of Aldehyde
摘要
本篇論文中我們針對一系列炔醛類化合物的反應進行探討；首先改變鈀金屬化合物的種類、鹼的種類或者添加各種不同種類的配位基來找出對於5-phenylpent-4yanl化合物進行還原反應的最佳條件，產率3-55%；接下來針對一系列包含不同碳鏈長度及具有不同取代基的炔醛類化合物進行反應，產率6-55%。在一個非預期的反應之中，我們意外的發現可以利用氯化銅(II)、氯化銨為試劑及無水甲醇為溶媒可以針對5-phenylpent-4yanl化合物上的醛基進行雙甲氧基縮醛保護基反應，產率88%；接下來針對一系列具有醛基或酮基的化合物進行實驗，發現可以對於具有醛基的化合物進行此反應但是對於具有酮基類的化合物卻無法進行此反應，產率85-99%。
並列摘要
We discussed the reactions of a series of alkynyl aldehydes in this thesis. First of all, to find out the best conditions of reductive reaction for 5-phenylpent-4-yanl compound, we change the species of palladium catalysts and base or add various ligands, which have 3-55% yields; when a series of alkynyl aldehydes which have different alkynyl chain and substitution group was employed in the reaction, 6-55% yields was obtained. To our surprise, we discovered that we can used copper(II) chloride and ammonium chloride as reagents with methanol as solvent for the dimethoxy acetal protection group reaction of 5- phenylpent-4-yanl compound in 88% yields. All the reaction is selective for aldehyde in the presence of ketone.