7206-29-3Relevant academic research and scientific papers
Ligand-Controlled Cobalt-Catalyzed Transfer Hydrogenation of Alkynes: Stereodivergent Synthesis of Z- and E-Alkenes
Fu, Shaomin,Chen, Nan-Yu,Liu, Xufang,Shao, Zhihui,Luo, Shu-Ping,Liu, Qiang
supporting information, p. 8588 - 8594 (2016/07/27)
Herein, we report a novel cobalt-catalyzed stereodivergent transfer hydrogenation of alkynes to Z- and E-alkenes. Effective selectivity control is achieved based on a rational catalyst design. Moreover, this mild system allows for the transfer hydrogenation of alkynes bearing a wide range of functional groups in good yields using catalyst loadings as low as 0.2 mol %. The general applicability of this procedure is highlighted by the synthesis of more than 50 alkenes with good chemo- and stereoselectivity. A preliminary mechanistic study revealed that E-alkene product was generated via sequential alkyne hydrogenation to give Z-alkene intermediate, followed by a Z to E alkene isomerization process.
Libraries for Receptor-Assisted Combinatorial Synthesis (RACS). The olefin metathesis reaction
Giger, Thomas,Wigger, Maria,Audétat, Stephan,Benner, Steven A.
, p. 688 - 691 (2007/10/03)
A library of alkenes is generated using the olefin metathesis reaction, and converted to a set of diols suitable for a receptor assisted combinatorial synthesis (RACS) experiment with borate as a linker.
Selective cyclotrimerization of acetylenes via tantalum-alkyne complexes
Takai, Kazuhiko,Yamada, Masashi,Utimoto, Kiitiro
, p. 851 - 852 (2007/10/03)
Tantalum-alkyne complexes from internal acetylenes and low-valent tantalum (TaCl5 and Zn) in DME and benzene react with terminal diynes in presence of THF and pyridine to give tetrasubstituted benzene derivatives in good to excellent yields.
Reaction of Tantalum-Alkyne Complexes with Hydrazones. Stereoselective Synthesis of (E)-Allylic Hydrazines
Takai, Kazuhiko,Miwatashi, Seiji,Kataoka, Yasutaka,Utimoto, Kiitiro
, p. 99 - 102 (2007/10/02)
Treatment of tantalum-alkyne complexes with dimethylhydrazones by the assistance of Me3Al in a mixed solvent of DME, benzene, and THF at 45 deg C for 16 h gives (E)-allylic hydrazines stereoselectively.
Z/E-Isomerization of Unsaturated Carboxylic Acids during the Kolbe Electrolysis
Huhtasaari, Matti,Schaefer, Hans J.,Luftmann, Heinrich
, p. 537 - 548 (2007/10/02)
Z-4-Enoic acids partially isomerize to E-configurated products in the Kolbe electrolysis.The results from methyl and deuterium labelled carboxylic acids 2 and 16 support an isomerization via a reversible ring closure to cyclopropylcarbinyl radicals.The double bonds of Z-N-enoic acids with N>/= 5 fully retain their configuration in the Kolbe electrolysis; for N=6,7 cyclic products are formed to some extent, which is in accord with the reactivity of 5- and 6-alkenyl radicals.
