合成高度替代的C6和C7乙烯酸乙和乙烯酸乙烯酸乙烯酸乙烯酸乙烯酸乙烯酸乙烯酸乙烯酸乙烯酸乙烯酸乙烯酸乙烯酸乙烯酸乙烯酸乙烯酸乙烯酸乙烯酸乙烯酸乙烯酸乙烯酸乙烯酸乙烯酸乙烯酸乙烯酸乙烯酸乙烯酸乙烯酸乙烯酸乙烯酸乙烯酸乙烯酸乙烯酸乙烯酸乙
Jerry Evarts1, Eduardo Torres, Philip L Fuchs
1Contribution from the Department of Chemistry, Purdue University, West Lafayette, Indiana 47907, USA.
Journal of the American Chemical Society
|September 13, 2002
概括
合成Enantiopure环氧乙烯硫,并作为性构建块. 这些化合物使替代环基的立体特异合成成为可能,为复杂分子构建提供了多功能途径.
科学领域:
- 有机化学 有机化学
- 不对称的合成方法
背景情况:
- 环氧乙烯硫是有价值的合成中间体.
- 的构建块对于选择性合成至关重要.
研究的目的:
- 使用雅各布森环氧化方法开发纯环氧硫 (SS-9a,SS-9b).
- 用这些化合物作为构建替代环基的模板.
- 为了探索它们的实用性,作为enones的合成等价物.
主要方法:
- 雅各布森对2-硫1,3-环合和环合二烯的环氧化.
- 对环氧乙烯硫添加碳核的立体特异性添加.
- 构建了与alpha,beta和gamma替代的环基.
主要成果:
- 在SS-9a和SS-9b中添加高产量和立体特异性的碳核友.
- 效率高的构建的反粉替代循环基.
- 证明了环氧乙烯硫作为多功能的性合成剂.
结论:
- 通过雅各布森环氧化,Enantiopure环氧乙烯硫很容易获得.
- 这些硫是合成复杂环基的有效合模板.
- 该方法提供了一个强大的工具,用于循环enones的不对称合成.
相关概念视频
Cycloalkanes
Cycloalkanes are saturated cyclic hydrocarbons with carbon atoms arranged in the form of rings. They have two fewer hydrogen atoms than the corresponding acyclic alkane; therefore, their general formula is CnH2n. The structural formulas of cycloalkanes are simplified using the line-angle representation. The regular polygons are used to represent the cycloalkane rings, with each side representing a carbon-carbon bond.
The IUPAC nomenclature of cycloalkanes follows similar rules that apply to...
The IUPAC nomenclature of cycloalkanes follows similar rules that apply to...
Carboxylic Acid Derivatives: Overview
Carboxylic acid derivatives are formed by replacing the hydroxyl group of carboxylic acids with a different functional group. The most common carboxylic acid derivatives are:
Nomenclature of Carboxylic Acid Derivatives: Acid Halides, Esters, and Acid Anhydrides
Naming Acid Halides
The IUPAC and common names of acid halides are derived from the corresponding carboxylic acids, by changing “ic acid” to “yl halide.” For example, as shown below, the IUPAC name ethanoyl chloride is derived from ethanoic acid, and the common name, acetyl chloride, is obtained from acetic acid.
The IUPAC and common names of acid halides are derived from the corresponding carboxylic acids, by changing “ic acid” to “yl halide.” For example, as shown below, the IUPAC name ethanoyl chloride is derived from ethanoic acid, and the common name, acetyl chloride, is obtained from acetic acid.
Structures of Carboxylic Acid Derivatives
Structure of Carboxylic Acid Derivatives
Carboxylic acid derivatives contain an acyl group attached to a heteroatom such as chlorine, oxygen, or nitrogen. The carbonyl carbon and oxygen are both sp2-hybridized with an unhybridized p orbital.
The three sp2 orbitals of the carbonyl carbon form three σ bonds, one each with the carbonyl oxygen, the α carbon, and the heteroatom, whereas the other two sp2 orbitals of the carbonyl oxygen are occupied by the lone pairs. Further, the unhybridized p...
Carboxylic acid derivatives contain an acyl group attached to a heteroatom such as chlorine, oxygen, or nitrogen. The carbonyl carbon and oxygen are both sp2-hybridized with an unhybridized p orbital.
The three sp2 orbitals of the carbonyl carbon form three σ bonds, one each with the carbonyl oxygen, the α carbon, and the heteroatom, whereas the other two sp2 orbitals of the carbonyl oxygen are occupied by the lone pairs. Further, the unhybridized p...
Structure of Conjugated Dienes
Introduction
Conjugated dienes are compounds characterized by the presence of alternating double and single bonds. In a conjugated system like 1,3-butadiene, the unhybridized 2p orbital on each carbon overlaps continuously, allowing the π electrons to be delocalized across the entire molecule. In contrast, this type of overlap does not occur in cumulated and isolated dienes, such as 2,3-pentadiene and 1,4-pentadiene, respectively. Instead, the π electrons remain localized between the double...
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Types of Step-Growth Polymers: Polyesters
The introduction of polyesters has brought major development to the textile industry. The wrinkle-free behavior of polyester blends has eliminated the need for starching and ironing clothes.
Polyesters are commonly prepared from terephthalic acid and ethylene glycol; the crude product is known as poly(ethylene terephthalate) or PET. However, polyesters are synthesized industrially by transesterification of dimethyl terephthalate with ethylene glycol at 150 °C. The two reactants and the polymer...
Polyesters are commonly prepared from terephthalic acid and ethylene glycol; the crude product is known as poly(ethylene terephthalate) or PET. However, polyesters are synthesized industrially by transesterification of dimethyl terephthalate with ethylene glycol at 150 °C. The two reactants and the polymer...


