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Enantioselective synthesis of molecules with multiple stereogenic elements
Arthur Gaucherand1, Expédite Yen-Pon1, Antoine Domain1
1Aix Marseille Univ, CNRS, Centrale Med, Marseille, ISM2, France.
This review details enantioselective synthesis strategies for molecules with multiple stereogenic elements. It covers kinetic resolutions, desymmetrisations, and simultaneous stereogenic element installation using catalysis.
Area of Science:
- Organic Chemistry
- Stereochemistry
- Asymmetric Synthesis
Background:
- Molecules with multiple stereogenic elements are crucial in various scientific fields.
- Controlling the three-dimensional shape (stereochemistry) of these molecules is challenging.
- Existing synthetic methods often lack efficiency or broad applicability.
Purpose of the Study:
- To review and analyze diverse strategies for the enantioselective synthesis of molecules with multiple stereogenic elements.
- To highlight the advancements in metal- and organo-catalysis for controlling stereochemistry.
- To discuss emerging trends and combinations of chiral elements.
Main Methods:
- Exploration of (dynamic) kinetic resolutions.
- Analysis of desymmetrisation techniques.
- Investigation of simultaneous installation of stereogenic elements.
- Focus on metal- and organo-catalysis.
Main Results:
- Multiple strategies effectively create and control the stereochemistry of complex molecules.
- Catalytic approaches, particularly metal- and organo-catalysis, are key to efficient synthesis.
- Emerging combinations of stereogenic elements (e.g., carbon, axis, helix, plane) are expanding synthetic possibilities.
Conclusions:
- Significant progress has been made in the enantioselective synthesis of molecules with multiple stereogenic elements.
- Catalysis plays a pivotal role in achieving high levels of stereocontrol.
- The field is evolving with new combinations of chirality and more complex molecular architectures.
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