Catalytic Transformations of Functionalized Cyclic Organic Carbonates.
Wusheng Guo1, José Enrique Gómez2,3, Àlex Cristòfol2,3
1Center for Organic Chemistry, Frontier Institute of Science and Technology (FIST), Xi'an Jiaotong University, Xi'an, 710045, China.
Angewandte Chemie (International Ed. in English)
|June 7, 2018
Summary
Cyclic organic carbonates are versatile building blocks for creating complex molecules through catalytic ring-opening and decarboxylative reactions. Transition-metal catalysis enables new stereo- and enantioselective bond formations, expanding synthetic possibilities.
Area of Science:
- Organic Chemistry
- Catalysis
- Heterocyclic Chemistry
Background:
- Cyclic organic carbonates are valuable heterocyclic substrates.
- Their functionalization enables diverse chemical transformations.
- Transition-metal catalysis is increasingly important in organic synthesis.
Purpose of the Study:
- To review the synthetic utility of functionalized cyclic organic carbonates and related heterocycles.
- To highlight their role in catalytic ring-opening and decarboxylative reactions.
- To discuss the mechanistic pathways involved in these transformations.
Main Methods:
- Literature review of transition-metal-mediated conversions.
- Focus on stereo- and enantioselective C-N, C-O, C-C, C-S, and C-B bond formations.
- Analysis of mechanistic manifolds in heterocyclic conversions.
Main Results:
- Demonstration of cyclic carbonates as versatile substrates.
- Advancement in stereo- and enantioselective bond formation reactions.
- Rejuvenation of transition-metal-mediated approaches for complex molecule synthesis.
Conclusions:
- Cyclic organic carbonates offer significant synthetic potential.
- Transition-metal catalysis provides powerful tools for their conversion.
- These methods facilitate the development of novel synthetic strategies.
Keywords:
cyclic organic carbonatesdecarboxylative couplingsheterocycleshomogeneous catalysistransition-metal catalysisMore Related Videos
Related Concept Videos
Transformations of Functions I
201
A function's graph can be modified by changing its position or size without altering its overall shape. These transformations allow the graph to be moved across the coordinate plane while preserving its pattern and structure. One of the most common transformations is shifting, which repositions the graph without distorting it.When the output of a function is adjusted by adding or subtracting a constant, the graph shifts vertically. A positive value moves the graph upward, while a negative value...
201
Transformations of Functions II
185
Transformations in mathematics alter the position or orientation of a function’s graph while preserving its fundamental shape. One important type of transformation is the horizontal shift, which involves modifying the input variable within a function’s equation. This operation affects where outputs occur along the horizontal axis but does not alter the function’s overall structure.A horizontal shift is achieved by replacing the input variable x with either x + c or x - c,...
185
The Carbon Cycle
43.9K
Carbon is the basis of all organic matter on Earth, and is recycled through the ecosystem in two primary processes: one in which carbon is exchanged among living organisms, and one in which carbon is cycled over long periods of time through fossilized organic remains, weathering of rocks, and volcanic activity. Human activities, including increased agricultural practices and the burning of fossil fuels, has greatly affected the balance of the natural carbon cycle.
43.9K
Transformations of Functions III
215
Transformations modify the graphical representation of a function without changing its fundamental form. One common transformation is reflection, which flips the graph across a designated axis. When the vertical coordinates of all points are multiplied by the negative one, the entire graph is mirrored over the horizontal axis. This transformation reverses the vertical orientation of peaks and troughs, akin to signal inversion in electrical systems, where a waveform is flipped, but the timing of...
215
Carbon Skeletons
115.4K
Life on Earth is carbon-based, as all macromolecules that make up living organisms contain carbon atoms. All organic compounds have a carbon backbone. Each carbon atom is tetravalent and can bond with four other atoms, making it an extraordinarily flexible component of biological molecules. Because carbon’s valence electrons are stable, it rarely becomes an ion. As the carbon chain increases in length, structural modifications such as ring structures, double bonds, and branching side...
115.4K
Bacterial Transformation
60.1K
In 1928, bacteriologist Frederick Griffith worked on a vaccine for pneumonia, which is caused by Streptococcus pneumoniae bacteria. Griffith studied two pneumonia strains in mice: one pathogenic and one non-pathogenic. Only the pathogenic strain killed host mice.
Griffith made an unexpected discovery when he killed the pathogenic strain and mixed its remains with the live, non-pathogenic strain. Not only did the mixture kill host mice, but it also contained living pathogenic bacteria that...
Griffith made an unexpected discovery when he killed the pathogenic strain and mixed its remains with the live, non-pathogenic strain. Not only did the mixture kill host mice, but it also contained living pathogenic bacteria that...
60.1K


