Overview of Transition Metal Catalyzed Multicomponent Reactions Based on Trapping of Allylic Electrophiles

Gupta, K and Harariya, MS and Tyagi, A and Jindal, G (2024) Overview of Transition Metal Catalyzed Multicomponent Reactions Based on Trapping of Allylic Electrophiles. In: ChemCatChem .

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Abstract

Multicomponent reactions provide an excellent approach toward quaternary carbon centres utilizing convergent chemical reactions in a highly selective manner under one-pot conditions. The reactivity of substrates and metal catalysts is carefully controlled, precluding the formation of side-products. In this context, transition metal catalyzed reactions of onium ylides generated via diazo precursors and nucleophiles with a third component (an electrophile) have garnered significant attention. Using an allylic precursor as the electrophilic partner provides opportunities to construct all-carbon quaternary centres. Furthermore, the presence of an allyl fragment in the multicomponent product serves as a pivotal handle for carrying out subsequent modifications. Several recent studies have employed Rh, Pd, and dual Rh/Pd catalytic systems in multicomponent reactions involving allylic alkylation that proceed via a synergistic or relay pathway. Although not significantly successful, in a few cases, asymmetric induction is achieved through chiral phosphoric acids or chiral phosphine ligands. Limited substrate and catalyst scope and the underlying mechanistic complexities have posed formidable challenges, slowing the advancement of asymmetric reactions. This review provides details of multicomponent reactions using readily available substrates like diazo compounds, allylic carbonates, and nucleophiles (R-OH, R-NH2,,etc.) forming complex organic compounds. Our primary objective is to discuss the mechanistic issues that may facilitate the progress in asymmetric reactions in this field. © 2024 Wiley-VCH GmbH.

Item Type:	Journal Article
Publication:	ChemCatChem
Publisher:	John Wiley and Sons Inc
Additional Information:	The copyright for this article belongs to John Wiley and Sons Inc.
Keywords:	Carbon; Catalysis; Catalysts; Ligands; Nucleophiles; Phosphorus compounds; Stereochemistry; Transition metals, Allylic electrophile; Allylics; Asymmetric reaction; Carbene insertion; Electrophiles; MCR; Mechanistics; Multicomponents; Relay pathway; Synergistic pathway, Substrates
Department/Centre:	Division of Chemical Sciences > Organic Chemistry
Date Deposited:	04 Mar 2024 09:45
Last Modified:	04 Mar 2024 09:45
URI:	https://eprints.iisc.ac.in/id/eprint/83974

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