Jove
Visualize
Contact Us
JoVE
x logofacebook logolinkedin logoyoutube logo
ABOUT JoVE
OverviewLeadershipBlogJoVE Help Center
AUTHORS
Publishing ProcessEditorial BoardScope & PoliciesPeer ReviewFAQSubmit
LIBRARIANS
TestimonialsSubscriptionsAccessResourcesLibrary Advisory BoardFAQ
RESEARCH
JoVE JournalMethods CollectionsJoVE Encyclopedia of ExperimentsArchive
EDUCATION
JoVE CoreJoVE BusinessJoVE Science EducationJoVE Lab ManualFaculty Resource CenterFaculty Site
Terms & Conditions of Use
Privacy Policy
Policies

Related Experiment Videos

Enamide-olefin ring-closing metathesis.

S S Kinderman1, J H van Maarseveen, H E Schoemaker

  • 1Institute of Molecular Chemistry, University of Amsterdam, Nieuwe Achtergracht 129, 1018 WS Amsterdam, The Netherlands.

Organic Letters
|June 22, 2001
PubMed
Summary
This summary is machine-generated.

Related Concept Videos

You might also read

Related Articles

Articles linked to this work by shared authors, journal, and citation graph.

Sort by
Same author

Enzymatic enantioselective C-C-bond formation in microreactors.

Biotechnology and bioengineering·2007
Same author

Enantioselective high-performance liquid chromatographic separation of N-methyloxycarbonyl unsaturated amino acids on macrocyclic glycopeptide stationary phases.

Journal of chromatography. A·2006
Same author

Selective azetidine and tetrahydropyridine formation via Pd-catalyzed cyclizations of allene-substituted amines and amino acids.

Organic letters·2005
Same author

Enzymatic hydrolysis of cyanohydrins with recombinant nitrile hydratase and amidase from Rhodococcus erythropolis.

Biotechnology letters·2004
Same author

Synthesis of novel acetylene-containing amino acids.

Amino acids·2003
Same author

In vivo recovery and safety of human factor VIII product AAFACT in patients with haemophilia A.

Haemophilia : the official journal of the World Federation of Hemophilia·2003

Ruthenium-catalyzed ring-closing metathesis reactions were demonstrated for the first time with olefin-containing enamides. This study presents protected five- and six-membered cyclic enamides, expanding synthetic possibilities.

Area of Science:

  • Organic Chemistry
  • Catalysis
  • Synthetic Methodology

Background:

  • Ring-closing metathesis (RCM) is a powerful carbon-carbon bond-forming reaction.
  • Ruthenium-based catalysts are widely used for RCM due to their functional group tolerance and efficiency.
  • Enamides are versatile synthetic intermediates, but their application in RCM has been limited.

Purpose of the Study:

  • To demonstrate the first examples of ring-closing metathesis reactions of olefin-containing enamides.
  • To investigate the scope and limitations of this novel reaction.
  • To synthesize protected five- and six-membered cyclic enamides.

Main Methods:

  • Utilizing ruthenium-based catalysts for RCM reactions.
  • Employing olefin-containing enamides as substrates.

Related Experiment Videos

  • Characterizing the resulting cyclic products.

    • Main Results:

    • Successful demonstration of RCM reactions with olefin-containing enamides.
    • Identification of suitable ruthenium catalysts for the transformation.
    • Synthesis of protected five- and six-membered cyclic enamides.

    Conclusions:

    • Ruthenium-catalyzed RCM is a viable method for synthesizing cyclic enamides.
    • The developed methodology offers a new route to valuable heterocyclic compounds.
    • Further exploration of catalyst optimization and substrate scope is warranted.