本篇論文分為三個章節，共四個部份。主要是利用過渡金屬金和鉑催化炔丙基雙醇、炔丙基醚醇、炔丙基醚酮的環化反應和丙二烯分子的異構化及環化反應。

第一章節中分成二個部份，第一部份是使用金金屬三氯化金 (AuCl3) 為催化劑在二氯甲烷為溶劑下催化具有炔丙基雙醇結構的分子可以得到雙氧雜環的結構。

第二部份是將炔丙基雙醇分子改變為炔丙基醚醇，以二氯化鉑 (PtCl2) 為催化劑在二氯甲烷為溶劑下催化具有丙炔基醚醇結構的分子得到環化的產物，此反應是丙烯基或是芐基經由SE2’的路徑得到雙氧雜環結構的產物。如果在炔丙基 (propagyl) 位置上為三級醇時，在相同的催化條件下一樣是經由丙烯基或是芐基經由SN2’的路徑，不過得到的是單環的結構，並非雙氧雜環的結構。

第二章是使用金金屬催化劑AuClP(tBu)2(o-biphenyl) 及銀錯合物AgNTf2在二氯甲烷為反應溶劑將具有炔丙基醚酮結構的分子行環閉合複分解的環化反應得到多取代1H-茚的產物。我們推測此反應會形成氧環丁烯的中間體再經由開環的過程得到產物。

第三章使用三氯化金 (AuCl3) 為催化劑，在二氯甲烷為溶劑下，將具有丙二烯結構的分子轉換成其異構化的1,3-雙烯產物，除此之外我們還將1,3-雙烯的產物與缺電子親雙烯體行狄爾斯-阿爾德反應，增加此反應的應用性。

Transition metal catalyzed cycloisomerization, carboalkoxylations and rearrangement reactions of appropriately functionalized organic molecules are described in this dissertation. The thesis is divided in to three sections and total four parts for better understanding.

Chapter I

The first chapter is divided into two parts, the first part consist of gold catalyzed carboalkoxylations of 5-alkoxypent-1-yn-3-ol derivatives I-1a in DCM as a solvent to produce 2,6-dioxabicyclo[3.1.0]hexanes I-2a

The second part describes two distinct Pt-catalyzed carboalkoxylations of alkynes. The cycloisomerization of 5-alkoxypent-1-yn-3-ol derivatives I-3 produces 2,6-dioxabicyclo[3.1.0]hexanes I-4; the mechanism is postulated to involve a hydroxyl-triggered [3.3]-sigmatropic allyl rearrangement. As the same catalysis is extensible to their tertiary alcohol analogues I-5a, distinct dihydrofuranyl alcohols I-6a were obtained through a [3.3]-allyl rearrangement that is not assisted by the hydroxyl group.

Chapter II

The second chapter deals with a gold catalyzed ring closure metathesis of 1-(2-(1-(allyloxy)hept-2-yn-1-yl)phenyl)ethanone derivatives II-1a in the methylene chloride as the reaction solvent to form 1-(1-methyl-1-(vinyloxy)-1H-inden-2-yl)pentan-1-ones II-2a. We postulate that this reaction is the formation of oxygen cyclobutene intermediate product through the open-loop process.

Chapter III

The last chapter discusses a gold-catalyzed isomerization of unactivated allenes into 1,3-dienes with nitrosobenzene as an additive. This reaction proceeded almost exclusively at room temperature for highly substituted allenes. The utility of this reaction is manifested by the development of one-pot [4+2]-cycloaddition of allenes and reactive alkenes.

Distinct Chemoselectivities in the Platinum-catalyzed 1,2-Carboalkoxylations of 5-Alkoxypent-1-yn-3-ol Derivatives” Chun-Ming Ting, Chiou-Dong Wang, Rupsha Chaudhuri, and Rai-Shung Liu. Org. Lett. 2011, 13, 1702

2. “Gold-Catalyzed Isomerization of Unactivated Allenes to 1,3-Dienes under Ambient Conditions” Chun-Ming Ting, Yi-Ling Hsu and Rai-Shung Liu. Chem. Commun., 2012, 2012,48, 6577-6579