2001/01/12 by Alois Fürstner, Oliver R. Thiel, Lutz Ackermann · 2 citations
Chemistry · Biochemistry, Genetics and Molecular Biology · #Synthetic Organic Chemistry Methods #Chemical Synthesis and Analysis #Cyclopropane Reaction Mechanisms
paper · doi:10.1021/ol0069554
openalex publication_date 2001/01/12 · openalex created_date 2016/06/24 · openalex updated_date 2026/06/26
[figure: see text] The formation of the trisubstituted cycloalkene 7 by RCM of diene 5 proceeds via the acyclic dimer 6, thus demonstrating the ready reversibility of olefin metathesis if catalyzed by "second generation" ruthenium carbene complexes such as 2-4. When applied to acrylate 11, these catalysts trigger a cyclooligomerization process that evolves with time and serves as key step en route to the lactide antibiotic (-)-pyrenophorin 8.