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Asymmetric total synthesis of (-)-lingzhiol via a Rh-catalysed [3+2] cycloaddition.
TLDR
An efficient [3+2] cycloaddition reaction between an enal and an alleno rhodium species, which was generated in situ from the corresponding enynol via a retro metal-propargylation reaction, to give bicyclic systems bearing two quaternary atoms at their bridgehead positions is reported.
Direct construction of vicinal all-carbon quaternary stereocenters in natural product synthesis.
TLDR
This review focuses on the different types of methods that have been successfully used in the total synthesis of natural products, placing emphasis on the diastereoselective preparation of vicinal quaternary carbon centers and the subsequent total syntheses.
Synthesis of Quinolines by Visible-Light Induced Radical Reaction of Vinyl Azides and α-Carbonyl Benzyl Bromides
A visible-light induced radical reaction of vinyl azides and α-carbonyl benzyl bromides was developed, which provides an efficient route to polysubstituted quinolines via a CC and CN bond formation
Effective Chirality Transfer in [3+2] Reaction between Allenyl-Rhodium and Enal: Mechanistic Study Based on DFT Calculations.
  • X. Qi, Song Liu, +5 authors Y. Lan
  • Chemistry, Medicine
    The Journal of organic chemistry
  • 2 September 2016
TLDR
Theoretical calculation was performed to study the chirality transfer in a newly reported intramolecular cycloaddition of enal and alleno rhodium species, generated in situ from an enynol precursor, predicting that only the cis [3.3.0] bicyclic product could be generated, regardless of either erythro or threo substrate.
Total Syntheses of Crinipellins Enabled by Cobalt-Mediated and Palladium-Catalyzed Intramolecular Pauson-Khand Reactions.
TLDR
The key advanced intermediate, a fully functionalized tetraquinane core, was constructed by a novel thiourea/palladium-catalyzed Pauson-Khand reaction, which can serve as a common intermediate for the collective total synthesis of other members of the crinipellin family.
Total Synthesis of Sinensilactam A.
The total synthesis of naturally occurring (±)-sinensilactam A was achieved in 18 steps. The key steps of this work are a rhodium-catalyzed [3 + 2] cycloaddition for construction of the two
Silver-catalyzed geminal aminofluorination of diazoketones with anilines and N-fluorobenzenesulphonimide
A silver-catalyzed three-component reaction of diazoketones, anilines and NFSI is developed. The reaction provides a new method for gem-aminofluorination of acceptor diazo compounds with aniline as
Highly enantioselective synthesis of functionalized azepino[1,2-a]indoles via NHC-catalyzed [3+4] annulation.
The enantioselective [3+4] annulation of 3-formylindol-2-methyl-malonates with 2-bromoenals catalyzed by NHCs is described to afford functionalized azepino[1,2-a]indoles in high yields with excellent
Formal synthesis of cortistatins.
A unified strategy toward the asymmetric facile construction of the [6.7.6.5]oxapentacyclic skeleton of cortistatins is reported, featuring intramolecular Diels-Alder (IMDA), oxidative
Asymmetric total synthesis of (+)-fusarisetin A via the intramolecular Pauson-Khand reaction.
TLDR
An asymmetic total synthesis of (+)-fusarisetin A has been achieved with the application of the intramolecular Pauson-Khand reaction for the stereoselective construction of the trans-decalin subunit of (+-fusarin A with a unique C16 quarternary chiral center.
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