我們製備了一系列官能化三芳香基甲基醚類的衍生物，利用本實驗室自行開發之三氟甲基磺酸氧釩錯合物 VO(OTf)2 以及不同種類之氧金屬錯合物，結合本實驗室目前對催化親核性醯基取代反應 （ Catalytic Nucleophilic Substitution Reaction ）的研究成果，對三芳基甲基醚的去保護並同時引入一個新的官能基，進行研究探討。經比較溶劑效應及不同種類酸酐的效應後，我們決定以 VO(OTf)2 作為我們反應系統的催化劑。除了改進以往這類型的反應較嚴苛的反應條件之外，初步我們已經能夠得到相當好的結果，不僅反應條件溫和，反應的效率也相當地高。對於一級醇類，反應速度快，且化學產率高。而在二級醇部份，由於立障的關係，使得反應時間拉長三倍至十倍，但並未使得反應產率變差。此外，為了增加這類型反應的應用性，我們也將其應用於醣類及α胺基酸類三芳香基甲基醚官能基轉換的催化反應，同樣地也能夠獲得我們所預期的結果。如此一來，更有利於將此反應系統推廣至更多不同的應用領域。如寡去氧核醣核酸（ oligodeoxynucleoside ）及寡胜肽（ oligopeptides ）之固相合成技術 ( solid state synthesis )等更具實用價值的應用。

We have prepared a series of trityl ether derivatives to investigate their detritylation and subsequent incorporation of new functional groups by using VO(OTf)2 and different oxometallic species as catalysts in view of their previous application toward Catalytic Nucleophilic Substitution of Anhydrides with protic nucleophiles. From the results of solvent and anhydride screenings, VO(OTf)2 was chosen as the major catalytic system. In constrast to the conventional harsh reaction protocol, we have got good results with milder reaction conditions and in high efficiency. The reaction time was shorter and the chemical yields were higher for trityl ethers derived from primary alcohols. For secondary alcohols, the reaction time was lengthened due to increasing steric hindrance. Nevertheless, the chemical yields were maintained. Moreover, to extend the applications of the methodology, we have applied the reaction protocol to catalytic detritylation of carbohydrate and α-amino acid derivatives with satisfactory results. The current methodology is potentially applicable to different substrate classes, like oligodeoxynucleoside and oligopeptides via solid state synthesis technique.

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