220245-17-0Relevant academic research and scientific papers
Ruthenium-catalyzed olefin metathesis double-bond isomerization sequence
Schmidt, Bernd
, p. 7672 - 7687 (2007/10/03)
A novel ruthenium-catalyzed tandem ring-closing metathesis (RCM) double-bond isomerization reaction is described in this paper. The utility of this method for the efficient syntheses of five-, six-, and seven-membered cyclic enol ethers is demonstrated. It relies on the conversion of a metathesis-active ruthenium carbene species to an isomerization-active ruthenium-hydride species in situ. This conversion is achieved by using various additives. Scope and limitations of the different protocols are discussed, and some mechanistic considerations based on 31P and 1H NMR spectroscopic studies are presented.
In situ conversion of a Ru metathesis catalyst to an isomerization catalyst
Schmidt, Bernd
, p. 742 - 743 (2007/10/03)
Addition of alcohols and substoichiometric amounts of a base to a metathesis reaction induces conversion of the metathesis-active carbene catalyst to an isomerization-active hydride species.
An olefin metathesis/double bond isomerization sequence catalyzed by an in situ generated ruthenium hydride species
Schmidt, Bernd
, p. 816 - 819 (2007/10/03)
The direct conversion of allyl ethers to cyclic enol ethers using an olefin metathesis/double bond migration sequence is described. Ruthenium carbene complexes were activated to catalyze the double bond migration step by addition of hydride sources, such
New tandem catalysis: Preparation of cyclic enol ethers through a ruthenium-catalyzed ring-closing metathesis-olefin isomerization sequence
Sutton, Amanda E.,Seigal, Benjamin A.,Finnegan, David F.,Snapper, Marc L.
, p. 13390 - 13391 (2007/10/03)
Tandem reactions that proceed with a single metal catalyst precursor offer novel opportunities for developing efficient new reaction sequences. In this regard, reaction conditions have been identified that allows for a tandem ring-closing metathesis-olefi
The ring-closing metathesis of vinyl ethers with Grubbs' catalyst for the synthesis of dihydropyrans
Sturino, Claudio F.,Wong, Jerome C. Y.
, p. 9623 - 9626 (2007/10/03)
A series of acyclic vinyl ethers have been prepared and treated with Grubbs' ruthenium catalyst ((Cy3P)2RuCl2=CHPh). Contrary to previous findings, it has been shown that certain vinyl ethers are excellent substrates for t
