Synfacts, Journal Year: 2021, Volume and Issue: 17(05), P. 0518 - 0518
Published: April 20, 2021
Key words rhodium catalysis - samarium enantioselectivity cycloaddition
Language: Английский
Chemical Science, Journal Year: 2022, Volume and Issue: 13(17), P. 4801 - 4812
Published: Jan. 1, 2022
A stereodivergent synthesis of azepino[3,4,5- cd ]-indoles bearing three stereogenic centers was established via synergistic dual-metal catalysis followed by acid-promoted epimerization, and up to all eight stereoisomers could be predictably achieved.
Language: Английский
Citations
43
ChemCatChem, Journal Year: 2024, Volume and Issue: 16(4)
Published: Jan. 11, 2024
Abstract Multicomponent reactions provide an excellent approach toward quaternary carbon centres utilizing convergent chemical in a highly selective manner under one‐pot conditions. The reactivity of substrates and metal catalysts is carefully controlled, precluding the formation side‐products. In this context, transition catalyzed onium ylides generated via diazo precursors nucleophiles with third component (an electrophile) have garnered significant attention. Using allylic precursor as electrophilic partner provides opportunities to construct all‐carbon centres. Furthermore, presence allyl fragment multicomponent product serves pivotal handle for carrying out subsequent modifications. Several recent studies employed Rh, Pd, dual Rh/Pd catalytic systems involving alkylation that proceed synergistic or relay pathway. Although not significantly successful, few cases, asymmetric induction achieved through chiral phosphoric acids phosphine ligands. Limited substrate catalyst scope underlying mechanistic complexities posed formidable challenges, slowing advancement reactions. This review details using readily available like compounds, carbonates, (R‐OH, R‐NH 2 , etc .) forming complex organic compounds. Our primary objective discuss issues may facilitate progress field.
Language: Английский
Citations
6
The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(12), P. 9031 - 9042
Published: June 3, 2024
A cooperative Rh/achiral phosphoric acid-enabled [3+3] cycloaddition of in situ-generated carbonyl ylides with quinone monoimines has been developed. With the ability to build up molecular complexity rapidly and efficiently, this method furnishes highly functionalized oxa-bridged benzofused dioxabicyclo[3.2.1]octane scaffolds bearing two quaternary centers good excellent yields under mild conditions. Moreover, utility current was demonstrated by gram-scale synthesis elaboration products into various heterocycles.
Language: Английский
Citations
5
Science China Chemistry, Journal Year: 2023, Volume and Issue: 66(10), P. 2803 - 2809
Published: Sept. 7, 2023
Language: Английский
Citations
11
Science China Chemistry, Journal Year: 2023, Volume and Issue: 67(2), P. 542 - 550
Published: Nov. 17, 2023
Language: Английский
Citations
11
Synthesis, Journal Year: 2024, Volume and Issue: 56(22), P. 3349 - 3364
Published: March 5, 2024
Abstract Transition-metal-catalyzed asymmetric allylic substitution reactions represent a hot research topic in the field of synthesis, with significant progress having been made. Among diverse catalysis systems, relay enables sequential activation multiple steps one pot and rapid construction chiral centers, providing simple powerful platform for organic synthesis. Recently, has successfully applied to reactions, variety challenging transformations have realized. This Short Review summarizes related on based over last decade. 1 Introduction 2 The General Transformation Model 3 Allylation Relays Further Reaction 4 Initial 5 Conclusion Outlook
Language: Английский
Citations
4
Chemical Science, Journal Year: 2024, Volume and Issue: 15(33), P. 13299 - 13305
Published: Jan. 1, 2024
An asymmetric tandem allylic C–H amination and [2,3]-sigmatropic rearrangement has been developed by making use of bimetallic relay catalysis with an achiral Pd(0) catalyst a chiral N,N ′-dioxide-Mg( ii ) complex.
Language: Английский
Citations
4
Organic Letters, Journal Year: 2022, Volume and Issue: 24(6), P. 1362 - 1366
Published: Feb. 4, 2022
Developing efficient strategies for synthesizing novel diazocine compounds is valuable because their use has been limited by synthetic accessibility. This work describes the catalytic (4+3) cycloaddition reaction of carbonyl ylides with azoalkenes generated in situ. The rhodium-catalyzed cascade features good atom and step economy, providing first access to oxo-bridged diazocines. product could be synthesized on a gram scale converted into diversely substituted dihydroisobenzofurans.
Language: Английский
Citations
12
Chemical Communications, Journal Year: 2021, Volume and Issue: 58(7), P. 1001 - 1004
Published: Dec. 9, 2021
A chiral Lewis acid-catalyzed enantioselective formal [2 + 2 2] cycloaddition of 1,3,5-triazinanes with azlactones or β,γ-unsaturated pyrazole amides was developed to synthesize tertiary/quaternary tetrahydropyrimidin-4-one derivatives good yields and enantioselectivities. Two competitive reaction pathways were proposed based on experiments.
Language: Английский
Citations
10
Chemistry - A European Journal, Journal Year: 2023, Volume and Issue: 29(22)
Published: Jan. 27, 2023
An Ag/Au-catalyzed divergent cascade reaction of alkyne embedded diazoketones with indoles has been described. Preliminary mechanistic studies indicate that the goes through a [4+2]-cycloaddition an in situ formed isobenzopyrylium intermediate indole, followed by sequential retro-Michael addition/carbene N-H insertion process to give benzo[i]phenanthridines products gold catalysis; whereas dearomatization/rearomatization sequence occurs favourably when is catalyzed silver catalyst, delivering benzo[b]carbazoles generally high excellent yields. Notably, this rare example using indole as dienophile for cycloaddition species, providing concise and practical approach selective construction N-doped polycyclic aromatic hydrocarbons (PAHs) structural diversity broad functional-group compatibility.
Language: Английский
Citations
4