Reactions of (diphenylcarbene)pentacarbonyltungsten(0) with alkenes. Role of metal-carbene complexes in cyclopropanation and olefin metathesis reactions

1974 ◽  
Vol 96 (25) ◽  
pp. 7808-7809 ◽  
Author(s):  
Charles P. Casey ◽  
Terry J. Burkhardt
2011 ◽  
Vol 7 ◽  
pp. 699-716 ◽  
Author(s):  
Ileana Dragutan ◽  
Valerian Dragutan ◽  
Carmen Mitan ◽  
Hermanus CM Vosloo ◽  
Lionel Delaude ◽  
...  

By focusing on recent developments on natural and non-natural azasugars (iminocyclitols), this review bolsters the case for the role of olefin metathesis reactions (RCM, CM) as key transformations in the multistep syntheses of pyrrolidine-, piperidine- and azepane-based iminocyclitols, as important therapeutic agents against a range of common diseases and as tools for studying metabolic disorders. Considerable improvements brought about by introduction of one or more metathesis steps are outlined, with emphasis on the exquisite steric control and atom-economical outcome of the overall process. The comparative performance of several established metathesis catalysts is also highlighted.


Synthesis ◽  
2017 ◽  
Vol 49 (13) ◽  
pp. 2787-2802 ◽  
Author(s):  
María Sánchez-Roselló ◽  
Carlos del Pozo ◽  
Javier Miró

The high stability and functional group compatibility of ruthenium carbene complexes confer them a great ability to catalyze domino processes. For this reason, the combination of metathesis reactions with additional transformations in a domino fashion has been exploited extensively, with the result of expanding the utility of ruthenium carbene complexes beyond that of just olefin metathesis. Among those domino processes, it is worth mentioning the sequence of cross-metathesis/intramolecular Michael addition, which allows for the generation of a wide variety of carbo- and heterocycles in a very simple manner, taking advantage of the benefits of domino reactions. Carbon-, oxygen- and nitrogen-centered nucleophiles are good partners in this protocol, the versatility of which has been illustrated with the synthesis of several biologically important compounds.1 Introduction2 Cross Metathesis/Intramolecular Aza-Michael Addition Sequences3 Cross Metathesis/Intramolecular Oxa-Michael Addition Sequences4 Cross Metathesis/Intramolecular Michael Addition Sequences5 Conclusions and Outlook


2015 ◽  
Vol 21 (39) ◽  
pp. 13778-13787 ◽  
Author(s):  
Suman Sen ◽  
Roman Schowner ◽  
Dominik A. Imbrich ◽  
Wolfgang Frey ◽  
Michael Hunger ◽  
...  

2018 ◽  
Author(s):  
Haley Albright ◽  
Paul S. Riehl ◽  
Christopher C. McAtee ◽  
Jolene P. Reid ◽  
Jacob R. Ludwig ◽  
...  

<div>Catalytic carbonyl-olefin metathesis reactions have recently been developed as a powerful tool for carbon-carbon bond</div><div>formation. However, currently available synthetic protocols rely exclusively on aryl ketone substrates while the corresponding aliphatic analogs remain elusive. We herein report the development of Lewis acid-catalyzed carbonyl-olefin ring-closing metathesis reactions for aliphatic ketones. Mechanistic investigations are consistent with a distinct mode of activation relying on the in situ formation of a homobimetallic singly-bridged iron(III)-dimer as the active catalytic species. These “superelectrophiles” function as more powerful Lewis acid catalysts that form upon association of individual iron(III)-monomers. While this mode of Lewis acid activation has previously been postulated to exist, it has not yet been applied in a catalytic setting. The insights presented are expected to enable further advancement in Lewis acid catalysis by building upon the activation principle of “superelectrophiles” and broaden the current scope of catalytic carbonyl-olefin metathesis reactions.</div>


2020 ◽  
Vol 4 (4) ◽  
pp. 1040-1051 ◽  
Author(s):  
Marco S. Messina ◽  
Heather D. Maynard

Proteins are modified with small molecules and polymers via olefin metathesis reactions in aqueous media.


Author(s):  
Dmitry S. Belov ◽  
Didac A. Fenoll ◽  
Indranil Chakraborty ◽  
Xavier Solans-Monfort ◽  
Konstantin V. Bukhryakov

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