透過您的圖書館登入
IP:18.221.222.47
  • 學位論文

鈴木耦合反應在合成石蒜科生物鹼之應用

Application of Suzuki Coupling Reactions to Synthesize Amaryllidaceae Alkaloids

指導教授 : 謝仁傑

摘要


第一部分: 利用鈴木耦合反應合成含有不同官能基的2'-溴聯苯-2-甲醛,可利用此化合物進一步應用於合成各種含有溴化菲啶鹽骨架的石蒜科生物鹼上。 第二部分: 石蒜科生物鹼的全合成,鈴木耦合反應是合成出Galanthindole, Lycosinine A和Lycosinine B的關鍵步驟,另外也發現N-Methylcrinasiadine的另一種合成路徑。

並列摘要


The 1st Part : Synthesize of 2'-bromo-[1,1'-biphenyl]-2-carbaldehyde derivative with Suzuki coupling reaction and applied to the synthesis phenanthridinium bromide skeleton Amaryllidaceae alkaloids. The 2nd Part : Strategies for the synthesis of Amaryllidaceae alkaloids. Investigations of optionally synthetic routes to approach N-Methylcrinasiadine were demonstrated as well. In addition, three structurally related alkaloids Galanthindole, Lycosinine A and Lycosinine B were concisely prepared by using Suzuki coupling reaction as the key step.

參考文獻


[1] Miyaura, N.; Suzuki, A. Chem. Rev. 1995, 95, 2457.
[2] Miyaura, N.; Yamada, K.; Suzuki, A. Tetrahedron Lett. 1979, 20, 3437.
[4] Miyaura, N.; Yanagi, T.; Suzuki, A. Synth. Commun. 1981, 11, 513.
[6] Old, D. W.; Wolfe, J. P.; Buchwald, S. L. J. Am. Chem. Soc.1998, 120, 9722.
[7] Botella, L.; Nájera, C. Angew. Chem. Int. Ed. 2002, 41, 179.

延伸閱讀