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The transition-metal-catalyzed stereoselective ring-expansion of vinylaziridines and vinyloxiranes

Journal

ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 19, Issue 17, Pages 3776-3790

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/d1ob00259g

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Funding

  1. Science and Engineering Research Board (SERB) [PDF/2017/2653]

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In recent years, the transition-metal-aided stereoselective construction of sp(3)-carbon-rich heterocyclic scaffolds using strained-ring systems has received considerable attention. Catalytic ring-enlargement of vinylaziridines and vinyloxiranes plays a predominant role in synthesizing high sp(3)-content biorelevant heterocyclic compounds.
The transition-metal-aided stereoselective construction of sp(3)-carbon-rich heterocyclic scaffolds using strained-ring systems has received considerable attention in recent years due to the prominent presence of these scaffolds in myriad natural products, bioactive molecules, and pharmaceutical components. In this area, the catalytic ring-enlargement of vinylaziridines and vinyloxiranes plays a predominant role when synthesizing high sp(3)-content biorelevant heterocyclic compounds. This article aims to portray recent advancements in the ring-expansion of vinylaziridines and vinyloxiranes for accessing densely functionalized stereoselective heterocycles that have been developed over the past five years, with an emphasis on the substrate scopes and mechanistic insights into the key methodologies, and it is arranged based on the transition metals used and the ring sizes of the heterocyclic scaffolds.

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