於本篇論文討論了利用金或銀催化劑發展新型的合成有機轉換。使用這些金屬將可從各種易取得的反應物中精細、有條理且有效率地合成多種雜環和碳環化合物。為方便理解，本篇將分為三大篇章。
第一章包括金催化3-烯基-1-炔基醯銨衍生物與硝酮的1,4-氧代官能化，產生兩種不同的E構型產物。我們從帶有C(4)-推電子基的 3-烯基-1-炔基醯銨衍生物獲得了1,4-氧代芳基化的產物，且帶有C(4)-芳基基反應物可得到1,4-氧代胺化的產物。我們認為如果乙烯基金碳烯是穩定的，則亞胺便會在金碳烯上進行對位芳基化。而若乙烯基金碳烯是高度缺電子的，則N攻擊是不可逆的並且進一步發生1,4-氧代胺化。
第二章內容包含了一鍋化合成雙環[3.2.1]辛-6-烯基骨架的一系列產物，其中涉及了2-(1-炔基)-2-烯基-1-酮基衍生物與帶有取代基的環戊二烯經金催化進行 (4+3)-環加成反應，透過使用掌性金催化劑可達成非鏡像選擇性 (dr > 25:1)以及立體選擇性 (ee高達 99.9 % )，經DFT理論計算我們假設了針對含金1,3-偶極子與環戊二烯進行環加成反應的三步離子反應機制，其中將優先排列至外部空間。

第三章使用了Zn(II)和Au(I)催化劑從 2-炔基苯基醛亞胺與α-重氮酯合成3H-苯并[d]吖呯-2-羧酸酯。Zn(II)先是催化了α-重氮酯和2-炔基苯基醛亞胺身上的亞胺基進行加成反應，選擇性地提供預期的反式-氮丙啶，不同於過去Zn(OTf)2被報導可從常見的亞胺提供順式/反式氮丙啶的混合物。隨後Au(I)催化了結構中反式氮丙啶與炔官能基進行分子內環化，形成可觀察的3H-苯并[d]吖呯。 該催化展現了 2-炔基苯基醛亞胺的新合成用途，擺脫了先前形成的異喹啉鎓鹽。

The development of novel synthetic organic transformations utilizing gold or silver catalysts is discussed in this dissertation. The use of these metals enables the delicate, methodical, and efficient synthesis of numerous heterocyclic and carbocyclic compounds from a wide range of readily accessible substrates. To facilitate comprehension, this dissertation is divided into three chapters.
The first chapter comprised of gold-catalyzed 1,4-oxofunctionalizations of 3-en-1-ynamides with nitrones, yielding two distinct E-configured products. We obtained 1,4-oxoarylation products from 3-en-1-ynamides bearing C(4)-electron donating substituents, and 1,4-oxoamination products from those analogues bearing C(4)-aryl substituents. We propose that if vinylgold carbenes is stable, imines undergo a p-arylation on these gold carbenes. If vinylgold carbenes are highly electron-deficient, this N-attack is irreversible to enable 1,4-oxoaminations.
The second chapter comprised of a one-pot construction of bicyclo[3.2.1]oct-6-ene frameworks involves gold-catalyzed (4+3)-cycloadditions between 2-(1-alkynyl)-2-alken-1-ones and substituted cyclopentadienes; diastereoselectivity (dr > 25:1) and enantioselectivity (up to 99.9% ee) are achieved with a chiral gold catalyst. Our DFT calculations suggest a three-step ionic mechanism for the cycloadditions of gold-containing 1,3-dipoles with cyclopentadienes, in which an exo-spatial arrangement is preferable.
The Third chapter comprised of synthesis of 3H-benzo[d]azepine-2-carboxylates from 2-alkynylphenyl aldimines and α-diazo esters using Zn(II) and Au(I) catalysts described. In this relay catalysis, Zn(II) catalyzes an addition of α-diazo ester to the imine of 2-alkynylphenyl aldimine to afford expected trans-aziridine selectively while Zn(OTf)2 was reported to give a mixture of cis/trans aziridines from common imines. Subsequently, Au(I) catalyzes an intramolecular cyclizations of such trans-aziridine/alkyne functionalities to form the observed 3H-benzo[d]azepines. This catalysis represents new synthetic utility of 2-alkynylphenyl aldimines, eluting a prior formation of isoquinoliniums salts.

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