One-pot Enantioselective Multi-component Cascade Reactions for Synthesis of Chiral Functionalized Hydro-epoxyisochromenes: A Rapid Access toMolecular Complexity

Synthesis of γ-Sulfur-Substituted Ketones via Rh(II)/Sc(III) a Cocatalyzed Three-Component Reaction of Diazo Compounds with Thiophenols and Enones

“…Over the past ten years, our research group has been devoted to the development of multicomponent reactions (MCRs) via electrophilic trapping of in situ generated active intermediates from metal carbenes, therefore establishing a powerful strategy for the rapid construction of complex molecules. − Within this context, we have recently developed the first example of MCR via electrophilic trapping of sulfonium ylide intermediates with imines by a Rh­(II)/chiral phosphoric acid (CPA) cocatalyzed reaction system, generating a series of α-sulfur-β-amino esters in good stereoselectivities (Scheme , part b) . Based on this electrophilic trapping strategy, we envisioned whether α,β-unsaturated ketones could also be used as electrophiles to undergo a Michael-type trapping of the in situ generated sulfonium ylide intermediates, therefore establishing a rapid way for the synthesis of γ-sulfur-substituted ketones.…”

Enantioselective Synthesis of 2,2,3-Trisubstituted Indolines via Bimetallic Relay Catalysis of α-Diazoketones with Enones

“…Each catalyst component performs its own functions separately and consonantly in each reaction step . The former two strategies have been successfully applied in several asymmetric cascade reactions via trapping of the active onium ylides and zwitterions formed in situ from the reaction of α-diazoester with a nucleophile . For example, Hu’s group has utilized the intramolecular trapping of ammonium ylides with carbonyl compounds or enones for diastereoselective synthesis of trisubstituted indolines (Scheme , eq 1).…”

Enantioselective Formal [3 + 1 + 1] Cycloaddition Reaction by Ru(II)/Iminium Cocatalysis for Construction of Multisubstituted Pyrrolidines

“…We recently reported an iridium­(I)/chiral iminium alyzed three-component reaction of diazoacetates, indoles, and enals to give functionalized indole derivatives in good yields and with an excellent enantioselectivity and a moderate diastereoselectivity . Based on the success of our previous studies for developing asymmetric multicomponent reactions (AMCRs) for the rapid construction of complex molecules, , we decided to choose diarylprolinol silyl ethers as the chiral amine catalysts to activate the aldehyde group in enals to trap ammonium ylides.…”