308141-25-5Relevant 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.
Single and double ring closing metathesis in the formation of dihydropyrans and bisoxacyclic systems with a quaternary centre
Schmidt, Bernd,Wildemann, Holger
, p. 2916 - 2925 (2007/10/03)
Starting from α-hydroxy carboxylic acid esters, allyl homoallyl ethers with a quaternary centre become available in a one-pot reaction via a sequence of O-allylation-Wittig-rearrangement-O-allylation. Elaboration of the side chain provides various precurs
