臺灣博碩士論文加值系統

中文摘要
在本研究中，我們先以異香草醛（Isovanillin）(1) 為最初起始原料，和3-溴丙烯(allyl bromide)以無水丙酮當溶媒，在無水K2CO3存在下迴流反應，得到2—丙烯氧基異香草醛（2—allyloxyisovanillin）(2)，將化合物 2在高溫（180℃）進行克雷森轉位重排反應（Claisen rearrangement）後，得到產物2—丙烯基—3—羥基—4—甲氧基苯甲醛（2—allyl—3—hydroxy—4—methoxybenzaldehyde） (3) ，將化合物3 上的烴基進行各種烷基化反應及NaBH4還原反應，得醇類化合物 5，然後再用強鹼、KOBut在無水THF溶媒下，進行分子內sp2-endo trigonal環化反應(sp2-endo trigonal intramolecular cyclization)而得到isochoman 類的化合物6。

英文摘要
In this study, 2-allyloxyisovanillin ( 2 ), prepared from isovanillin ( 1 ), was heated at higher temperature ( 180 ℃) to undergo the Claisen rearrangement to furnish 2-allyl-3-hydroxy-4-methoxybenzaldehyde ( 3 ).
Based on O-alkylation and reduction ,compound 3 was converted into 3-alkyloxy-2-allyl-4-methoxybenzyl alcohol ( 5 ) in good yields. Followed by the treatment of compound 5 with potassium tert-butoxide to undergo the isomerization of the allylic double bond, and concomitantly to undergo the sp2-endo trigonal intramolecular cyclization, gave a series of new substituted isochromans in moderate yields.

目錄
目錄………………………………………………………………….….Ⅰ
表目錄……………………………………………………………….….Ⅱ
附圖目錄………………………………………………………………..Ⅲ
中文摘要…………………………………………………….……….…Ⅳ
英文摘要……………………………………………………………….Ⅴ
壹、緒論………………………………………………………….………1貳、研究策略及合成設計途徑…………………………………………9
參、結果與討論……………………………………………….………...11
肆、結論……………………………………………….……………......18
伍、實驗部份………………………………………..…………………..20
一、 溶媒及其處理程序…………………………………………….20
二、 實驗藥品………………………………………………………21
三、 實驗儀器……………………………………………………22
四、 實驗步驟……………………………………………………24
陸、參考文獻……………………………………………………………35

陸、參考文獻
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