91057-37-3Relevant academic research and scientific papers
Construction of fused cyclooctanoid ring systems via seven-membered ring carbonyl ylides
Muthusamy, Sengodagounder,Babu, Srinivasarao Arulananda,Gunanathan, Chidambaram,Suresh, Eringathodi,Dastidar, Parthasarathi
, p. 801 - 811 (2002)
A series of α-diazo carbonyl compounds tethered to cyclopentanone/cyclohexanone/1-tetralone units have been synthesized using a diazomethane solution to construct various fused cyclooctane ring systems via rhodium-generated carbonyl ylides. The reaction of rhodium(II) acetate dimer with various α-diazo carbonyl compounds generated transient cyclic seven-membered ring carbonyl ylides, which underwent facile 1,3-dipolar cycloadditions with dipolarophiles, like N-phenylmaleimide, p-benzoquinone, and DMAD to furnish a variety of fused epoxy-bridged cyclooctane ring systems in a tandem manner. Interestingly, an oxepine ring system was generated via an intramolecular proton transfer of a seven-membered ring carbonyl ylide. A tri-oxa polycyclic compound was obtained in the case of p-benzoquinone as dipolarophile. A single-crystal X-ray analysis of a fused cyclootanoid derivative is reported to decisively establish the structure and stereochemistry of the fused epoxy-bridged cyclooctane ring systems; a further analysis revealed the existence of a unique intermolecular C-H ···π interaction motif in the solid-state architecture.
CYANURES D'ACYLE ETHYLENIQUES V: ADDITION CONJUGUEE DES ETHERS D'ENOLS TRIMETHYLSILYLES.
El-Abed, Douniazad,Jellal, Abdelkebir,Santelli, Maurice
, p. 4503 - 4504 (2007/10/02)
Conjugate addition of silyl enol ethers to ethylenic acyl cyanides leads to δ-keto-acids or methyl esters after hydrolysis or methanolysis of reaction products.
