72485-50-8Relevant academic research and scientific papers
Asymmetric Synthesis of Dihydropyranones via Gold(I)-Catalyzed Intermolecular [4+2] Annulation of Propiolates and Alkenes
Choi, Su Yeon,Kim, Hanbyul,Shin, Seunghoon
, p. 13130 - 13134 (2018/09/21)
Intermolecular asymmetric gold catalysis involving alkyne activation presents a significant challenge due to its distinct mechanistic mode from other metals. Herein, we report a highly enantioselective synthesis of α,β-unsaturated δ-lactones from [4+2] annulation of propiolates and alkenes in upto 95 percent ee. Notably, for the desired chiral recognition, the choice of 1,1,2,2-tetrachloroethane as solvent was found to be crucial. Furthermore, an anionic surfactant (sodium dodecyl sulfate) improved the product selectivity in the divergence of the cyclopropyl gold carbene intermediate.
Hydrodehalogenation of Haloarenes by a Sodium Hydride–Iodide Composite
Ong, Derek Yiren,Tejo, Ciputra,Xu, Kai,Hirao, Hajime,Chiba, Shunsuke
, p. 1840 - 1844 (2017/02/05)
A simple protocol for hydrodebromination and -deiodination of halo(hetero)arenes was enabled by sodium hydride (NaH) in the presence of lithium iodide (LiI). Mechanistic studies showed that an unusual concerted nucleophilic aromatic substitution operates in the present process.
Applications of the Stereochemically-Controlled Horner-Wittig Reaction: Synthesis of Feniculin, (E)-Non-6-en-1-ol, a Pheromone of the Mediterranean Fruit Fly, (E)- and (Z)-Dec-5-en-1-ol, Tri-substituted Alkenes, and (Z)-α-Bisabolene
Buss, Antony D.,Greeves, Nicholas,Mason, Ralph,Warren, Stuart
, p. 2569 - 2578 (2007/10/02)
Stereoselective reduction of the appropriate α-diphenylphosphinoyl ketone or addition of the lithium derivative of an alkyl diphenylphospine oxide to an aldehyde or a ketone gives Horner-Wittig intermediates and hence the title compounds.
THE WITTIG-HORNER ROUTE TO TRI-SUBSTITUTED ALKENES: SYNTHESIS OF Z-α-BISABOLENE
Buss, Antony D.,Warren, Stuart
, p. 111 - 114 (2007/10/02)
E and Z isomers of trisubstituted alkenes may separately be prepared by the Wittig-Horner reaction.Z-α-bisabolene has been made by this route.
