不和终端环氧化物和水素的分子内循环化
David M Hodgson1, Ying Kit Chung, Irene Nuzzo
1Department of Chemistry, University of Oxford, Chemistry Research Laboratory, Mansfield Road, Oxford, OX1 3TA, UK. david.hodgson@chem.ox.ac.uk
Journal of the American Chemical Society
|March 22, 2007
概括
二,二,六,六,六四甲基化物 (LTMP) 能够对环氧化物进行立体选择性循环化,从而产生双循环醇. 使用2,2,6,6-四甲基胺 (TMP) 的催化方法为这些有价值的化合物提供了可扩展的合成.
科学领域:
- 有机化学 有机化学
- 合成化学 合成化学
背景情况:
- 内分子环是有机合成中的一个关键反应.
- 双循环化合物的立体选择性合成对于天然产品的合成至关重要.
研究的目的:
- 开发一种高效和立体选择性方法来合成双环[3.1.0] -2-醇和双环[4.1.0] -2-醇.
- 探索这些双循环化合物的合成实用性.
主要方法:
- 不和终端环氧化物的2,2,6,6-四甲基 (LTMP) 诱导的分子内环.
- Sn-Li 交换/电捕获和 Stille 合进行进一步阐述.
- 使用2,2,6,6-四甲基烯 (TMP) 的催化环.
主要成果:
- 有效和完全立体选择的合成双环[3.1.0] -2-和双环[4.1.0] -2-.
- 产生各种替代的双循环环.
- 使用催化TMP进行可扩展的双环[3.1.0]-2-醇 (1g-7.5kg) 合成.
- 在 (+) - - 贝塔-库帕伦的不对称合成中已证明有用.
结论:
- 由LTMP诱导的循环化提供了一个强大的通道到双循环酒精.
- 催化TMP提供了一种实用且可扩展的方法来合成双环化合物.
- 这种化学成分对复杂分子合成有价值.
相关概念视频
Redox Reactions
Oxidation-reduction or redox reactions involve the transfer of electrons from one molecule or atom to another. When an atom gains an electron, another atom must lose an electron, meaning oxidation and reduction must occur together. Since the redox occurs in pairs, the atom that gets oxidized is also called the reducing agent or reductant, and the atom that is reduced is also called the oxidizing agent or oxidant. A straightforward way to remember the definitions of oxidation and reduction is...
Electron Transport Chains
The final stage of cellular respiration is oxidative phosphorylation that consists of two steps: the electron transport chain and chemiosmosis. The electron transport chain is a set of proteins found in the inner mitochondrial membrane in eukaryotic cells. Its primary function is to establish a proton gradient that can be used during chemiosmosis to produce ATP and generate electron carriers, such as NAD+ and FAD, that are used in glycolysis and the citric acid cycle.
The ETC is comprised of...
The ETC is comprised of...
Balancing Redox Equations
Electrochemistry is the science involved in the interconversion of electrical and chemical reactions. Such reactions are called reduction-oxidation, or redox reactions. These important reactions are defined by changes in oxidation states for one or more reactant elements and include a subset of reactions involving the transfer of electrons between reactant species. Electrochemistry as a field has evolved to yield sufficient insights on the fundamental principles of redox chemistry and multiple...
The Electron Transport Chain
The electron transport chain or oxidative phosphorylation is an exothermic process in which free energy released during electron transfer reactions is coupled to ATP synthesis. This process is a significant source of energy in aerobic cells, and therefore inhibitors of the electron transport chain can be detrimental to the cell's metabolic processes.
Inhibitors of the electron transport chain
Rotenone, a widely used pesticide, prevents electron transfer from Fe-S cluster to ubiquinone or Q in...
Inhibitors of the electron transport chain
Rotenone, a widely used pesticide, prevents electron transfer from Fe-S cluster to ubiquinone or Q in...
Oxidation and Reduction of Organic Molecules
Energy production within a cell involves many coordinated chemical pathways. Most of these pathways are combinations of oxidation and reduction reactions, which occur at the same time. An oxidation reaction strips an electron from an atom in a compound, and the addition of this electron to another compound is a reduction reaction. Because oxidation and reduction usually occur together, these pairs of reactions are called redox reactions.
The removal of an electron from a molecule, results in a...
The removal of an electron from a molecule, results in a...
Redox Reactions
Redox reactions are vital biochemical processes that underpin energy metabolism in cells. These reactions involve the transfer of electrons between molecules, occurring in tandem as oxidation and reduction. Oxidation refers to the loss of electrons, while reduction denotes their gain. This coupling ensures the seamless flow of electrons through metabolic pathways. For example, in bacterial metabolism, glucose undergoes oxidation to carbon dioxide, while oxygen is simultaneously reduced to...


