第一部份：
4-Pentene-1-magnesium bromide 2a或3-butene-1-magnesium bromide 2b可和β-硝基苯乙烯系列物1進行加成反應（Michael addition reactions）生成中間產物3或4（nitronates）。在室溫的條件下將ethyl chloroformate及催化量的4-dimethylaminopyridine（DMAP）加入3或4之溶液中（one-pot）即可得到中等至高產率的isoxazolidines衍生物9或10，trans-9：cis-9從1：3.00到1：4.06，而trans-10：cis-10大於99：1。在產物之純化的過程中也同時分離到經由ethyl chloroformate捕捉住nitrile oxides而生成的化合物14a-d，所以化合物9推論是經由INOC（intramolecular nitrile oxide-olefin cycloadditions）反應機構而產生。化合物10生成的機構則是推論經由IAOC（intramolecular alkoxycarbonyl nitronate-olefin cycloadditions）形成中間體N-(ethoxycarbonyl)isoxazolidines 13，然後脫去EtOH和CO2（or EtOCO2H）而得到最終產物10。
第二部份：
在三乙基胺（Et3N）的作用下allyl mercaptan 2可和β-硝基苯乙烯系列物1在室溫下進行1,4-加成反應（Michael addition reactions）生成化合物3（nitro sulfides）。將methyl chloroformate（MCF）加入化合物3的溶液中後加熱迴流即可得到[3.3.0]雙環化合物6，而trans-6：cis-6從1.1：1到1.8：1。在產物之純化的過程中也同時分離到經由methyl chloroformate捕捉住nitrile oxides而生成的化合物7和8。經由產物的分析判斷化合物6生成的機構推論是先形成5（nitrile oxides）然後再經由INOC（intramolecular nitrile oxide-olefin cycloadditions）得到最終產物6。
第三部份：
5-Substituted adamantan-2-ones 1-X和硝基甲烷（nitromethane）2、thiophenol 3、piperidine 4反應可生成1,4-加成產物5-X；而在此一系列中的取代基（-X）有六種：分別為-H、-F、-Cl、-Br、-I和-Ph。3從zu-face或en-face進行親核性加成所得到的異構物5-X（X = F、Cl、Br、I和Ph）的比例幾乎是固定（約3：2）。當4-substituted-1-nitromethylene-adamantanes 6-X和3、4一起反應也可得到相同的結果，而此一結果可用靜電場作用理論（the electrostatic field influence）討論之。另外亦發現不僅可藉由將所合成的5-X先行氧化再進行β-脫去反應以生成6-X，同時也可以將5-X和silica gel加熱反應進行β-脫去反應而生成相同的產物6-X。

Part 1:
The Michael addition reactions of β-nitrostyrenes 1 with 4-pentene-1-magnesium bromide 2a or 3-butene-1-magnesium bromide 2b generated nitronates 3 or 4. Medium to high yields of isoxazolidine derivatives 9 and 10 were obtained when nitronates 3 or 4 were treated with ethyl chloroformate in the presence of catalytic amount of 4-dimethylaminopyridine (DMAP) at room temperature in one-pot and the ratios of trans-9:cis-9 were from 1:3.00 to 1:4.06 and the ratios of trans-10:cis-10 were >99:1. The formation of compounds 9 is proposed to proceed through intramolecular nitrile oxide-olefin cycloadditions (INOC) because compounds 14a-d, obtained from the trapping of the nitrile oxides by ethyl chloroformate, could be isolated. The mechanism of the generation of compounds 10 is proposed to proceed through intramolecular alkoxycarbonyl nitronate-olefin cycloaddtions (IAOC) to form intermediates N-(ethoxycarbonyl)isoxazolidines 13 and then eliminate EtOH and CO2 (or EtOCO2H) to yield the final products.
Part 2:
Reactions of β-nitrostyrenes 1 with allyl mercaptan 2 in the presence of triethylamine generated unsaturated nitro sulfides 3 and then the solution was treated with methyl chloroformate (MCF) and was refluxed to obtain [3.3.0] bicyclic products trans-6 and cis-6 in one-pot. The ratios of trans-6:cis-6 were from 1.1:1 to 1.8:1 and the mechanism of the formation 6 is proposed to proceed through the formation of nitrile oxides 5 to undergo intramolecular nitrile oxide-olefin cycloaddition (INOC).
Part 3:
Reactions of 5-substituted adamantan-2-ones 1-X with nitromethane 2, thiophenol 3, and piperidine 4 generated the 1,4-addition products 5-X. A variety of substituents X were used: hydro, fluoro, chloro, bromo, iodo and phenyl groups. The ratios of the different isomeric products 5-X generated from the zu-face or en-face by the nucleophilic addition of 3 were nearly 3:2. The same results were observed while reactions of 4-substituted-1-nitromethylene-adamantanes 6-X with thiophenol 3 and piperidine 4 were in process and were discussed in terms of the electrostatic field influence. The method of synthesis of 6-X via oxidation of 5-X and β-elimination was discussed, as well as the other method via direct β-elimination of 5-X on silica gel was developed.

Part 1:
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Part 2:
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Part 3:
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(12) 此一部份由於和本實驗室王曄同學共同合作，所以部份實驗數據為求本篇論文的完整性而加以引用。本部份 可參考王曄的論文。
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