Journal ArticleDOI
Recent Advances in the Total Synthesis of Piperidine and Pyrrolidine Natural Alkaloids with Ring‐Closing Metathesis as a Key Step
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TLDR
The most recent applications of the ring-closing metathesis reaction (RCM) to construct piperidine and pyrrolidine cores for the total synthesis of natural alkaloids are described in this paper.About:
This article is published in European Journal of Organic Chemistry.The article was published on 2003-10-01. It has received 396 citations till now. The article focuses on the topics: Ring-closing metathesis & Piperidine.read more
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Metathesis Reactions in Total Synthesis
Kyriacos C. Nicolaou,Kyriacos C. Nicolaou,Paul G. Bulger,Paul G. Bulger,David Sarlah,David Sarlah +5 more
TL;DR: Examples of total syntheses in which metathesis reactions of olefins, enynes, and alkynes played a crucial role and which imparted to these endeavors certain elements of novelty, elegance, and efficiency are highlighted.
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Enantioselective copper-catalyzed 1,3-dipolar cycloadditions.
Levi M. Stanley,Mukund P. Sibi +1 more
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Synthesis of Pyridine and Dihydropyridine Derivatives by Regio- and Stereoselective Addition to N-Activated Pyridines
TL;DR: Stereoselective Addition to N-Activated Pyridines James A. Bull, Guillaume Pelletier,† and Andre ́ B. Charette are credited for this work.
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Recyclable Heterogeneous Palladium Catalysts in Pure Water: Sustainable Developments in Suzuki, Heck, Sonogashira and Tsuji–Trost Reactions
TL;DR: In this paper, a review summarizes the progress made essentially these last ten years on heterogeneous palladium catalysis in pure water and discusses the efficiency and reusability of the heterogeneous catalysts as well as the experimental conditions from a sustainable chemistry point of view.
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Synthesis and biological activity of pyrrole, pyrroline and pyrrolidine derivatives with two aryl groups on adjacent positions
Fabio Bellina,Renzo Rossi +1 more
TL;DR: The methods used for the synthesis of vicinal diaryl-substituted pyrrole, pyrroline and pyrrolidine derivatives are reviewed in this article, which contains 461 references and summarizes bioactivity data of some of these compounds.
References
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Sequential and cascade olefin metathesis — intramolecular Heck reaction
TL;DR: The sequential or cascade combination of olefin metathesis with intramolecular Heck reactions provides access to fused-, bridged-and spiro-cyclic ring systems in good yield as discussed by the authors.
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Palladium catalysed tandem cyclisation - anion capture processes. Part 2. Cyclisation onto alkynes or allenes with hydride capture
Ronald Grigg,Vani Loganathan,Visuvanathar Sridharan,Paul J. Stevenson,S. Sukirthalingam,Tanachat Worakun +5 more
TL;DR: A wide range of palladium catalysed regio- and stereo-specific 5-, 6- and 7-exo-dig mono-, bis- and tris-cyclisation processes of aryl and vinyl halides and allylic acetates are described.
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First total synthesis of (+)-hyacinthacine A2
TL;DR: The first synthesis of (+)-hyacinthacine A 2 has been achieved in six steps from 2,3,5-tri-O -benzyl-d -arabinofuranose in an overall yield of 11%.
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Ring closing metathesis for the asymmetric synthesis of (S)-homopipecolic acid, (S)-homoproline and (S)-coniine
Stephen G. Davies,Keiji Iwamoto,Christian A. P. Smethurst,Andrew D. Smith,Humberto Rodriguez‐Solla +4 more
TL;DR: Diastereoselective conjugate addition of lithium (S)-N-allyl-N-α-methylbenzylamide to α,β-unsaturated esters or Weinreb amides, followed by ring closing metathesis is used to afford the cyclic β-amino acids (S-homopipecolic acid and (S-)homoproline and the amine (S)coniine in high ee.
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Total synthesis of (−)-halosaline by a ruthenium-catalyzed ring rearrangement
TL;DR: In this paper, the stereoselective synthesis of substituted piperidines by a ruthenium-catalyzed ring rearrangement of cyclopentene derivatives is demonstrated, and the influence of different substituents and the effect of ethylene on the metathesis reaction is described.