開發可應用於組合式合成烯類化合物之新型具安全閥鍵鏈劑; Studies on a Novel Safety-Catch Linker Cleaved by Modified Julia Olefination

Please use this identifier to cite or link to this item: http://ir.lib.ncu.edu.tw/handle/987654321/6154

Title:	開發可應用於組合式合成烯類化合物之新型具安全閥鍵鏈劑;Studies on a Novel Safety-Catch Linker Cleaved by Modified Julia Olefination
Authors:	張延任;Yan-Ren Chang
Contributors:	化學研究所
Keywords:	位相選擇性;安全閥鍵鏈劑;組合式化學;保護基;Safety-Catch linker;E-Z form;Modified Julia Olefination;Solid phase;Combinatorial Chemistry
Date:	2006-07-08
Issue Date:	2009-09-22 10:14:13 (UTC+8)
Publisher:	國立中央大學圖書館
Abstract:	本篇論文是利用一個tetrazole的結構來作為固相合成上所使用的安全閥鍵鏈劑(safety-catch linker)，一邊接上我們的固相載體(Merrifield Resin)而另一邊則接上我們想要的substrate接著進行一系列的反應包括Alkylation、Mitsunobu reaction、Amino Coupling、Oxidation，最後經由Julia Olefination的斷裂機制將各種衍生物從固相載體上斷裂下來形成具有雙鍵特性的結構，並且嘗試去控制其立體位相的選擇性 (Selective E-Z form) 並且探討其斷裂過程中Substrate、Base (LDA、LiHMDS、NaHMDS、KHMDS) 、Solvent (Toluene、THF、DME) Aldehyde (alkyl or benzaldehyde) 、Lewis acid(Bu3SnCl、ZnBr2)對其E-Z form選擇性的影響。 We have known many natural product with double bone maybe have bio-activity in natural world. In order to develop a method of synthesizing quickly various compounds with double bond in organic chemistry. We think the combinatorial chemistry is very good tools in our study. Now We also have known safety-catch linker playing a important role in solid phase. A useful safety-catch linker must have many advantages in synthesis process include easy to take, low cost, stable in any condition and so on. That is a key point we develop a novel safety-catch linker to use in solid phase chemistry. Our safety-catch linker have made a various kinds of alkene because it made double bone in the end of synthesis. We also try our best to study how to control the E-Z form selectivity by base, solvent, Lewis acid and aldehyde. We did not to control the selectivity but have a interesting result. These results will make us more clear and know more detail of the transformation in reaction process. I believe we will succeed in this study.
Appears in Collections:	[Graduate Institute of Chemistry] Electronic Thesis & Dissertation

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