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Strategies Toward Accessing Enantioenriched (Hetero)Benzo-Fused 5- and 6- Membered Rings via Intermolecular
Clara Jans1, Armaan Grewal1, Xavier Abel-Snape1
1Department of Chemistry, Davenport Research Laboratories, University of Toronto, Toronto, Ontario, Canada.
This review highlights metal-catalyzed carbometalation strategies for creating enantioenriched benzofused rings, crucial in pharmaceuticals and natural products. It unifies understanding of asymmetric control across various metals and ligands.
Area of Science:
- Organic Chemistry
- Catalysis
- Medicinal Chemistry
Background:
- Enantioenriched benzofused 5- and 6-membered rings are vital structural motifs in pharmaceuticals and natural products.
- Metal-catalyzed intermolecular carbometalation is a key strategy for synthesizing these complex structures.
Purpose of the Study:
- To review recent advances in accessing enantioenriched benzofused rings using intermolecular carbometalation.
- To provide a unified understanding of asymmetric control mechanisms across different transition metals and ligands.
Main Methods:
- Focuses on metal-catalyzed intermolecular carbometalation reactions.
- Reviews mechanistic investigations and computational conformational analyses.
- Covers advances catalyzed by both early and late transition metals.
Main Results:
- Highlights significant progress in asymmetric synthesis of benzofused rings over the past decade.
- Demonstrates the versatility of transition metal catalysis in achieving high enantioselectivity.
- Provides insights into the factors governing asymmetric induction in carbometalation reactions.
Conclusions:
- Intermolecular carbometalation offers a powerful route to enantioenriched benzofused ring systems.
- Understanding mechanistic pathways is crucial for optimizing asymmetric control.
- Continued development in catalysis promises broader access to valuable molecular architectures.
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