5244-88-2Relevant academic research and scientific papers
A Close-to-Aromatize Approach for the Late-Stage Functionalization through Ring Closing Metathesis
Lozhkin, Boris,Ward, Thomas R.
, (2021/04/27)
An efficient approach for the synthesis of monosubstituted aromatic compounds relying on a ring-closing metathesis followed by spontaneous 1,2-elimination is presented. The efficiency for late-stage functionalization is highlighted in various solvents (up to 920 TON). This approach is compatible with strained cycles and other multiple bonds in the substrate.
C-O hydrogenolysis catalyzed by Pd-PMHS nanoparticles in the company of chloroarenes
Rahaim, Ronald J.,Maleczka, Robert E.
supporting information; experimental part, p. 584 - 587 (2011/04/23)
Catalytic Pd(OAc)2 and polymethylhydrosiloxane (PMHS), in conjunction with aqueous KF, and a catalytic amount of an aromatic chloride, effects the chemo-, regio-, and stereoselective deoxygenation of benzylic oxygenated substrates at room temperature in THF. Preliminary mechanistic experiments suggest the process to involve palladium-nanoparticle-catalyzed hydrosilylation followed by C-O reduction. The chloroarene additive appears to facilitate the hydrogenolysis process through the slow controlled release of HCl.
Stereoselective synthesis of metalated cyclobutyl derivatives
Tsoglin, Einav,Chechik, Helena,Karseboom, Guy,Chinkov, Nicka,Stanger, Amnon,Marek, Ilan
supporting information; experimental part, p. 1005 - 1008 (2009/12/05)
Treatment of Z-vinyl carbamates with dicyclopentadienyl(diethyl)zirconium [Et2ZrCp2] leads to cyclobutyl-zirconocene derivatives in good yields and as a unique diastereoisomer. The reaction proceeds through a carbometalative ring-exp
Zinc-promoted reactions. 8. The effect of ring strain in the reduction of 1,2-dibenzoylcycloalkanes
Di Vona, Maria Luisa,Luchetti, Luciana,Rosnati, Vittorio
, p. 2949 - 2954 (2007/10/02)
Ring cleavage was the main route in the Zn reduction of 1 in neat AcOH, while selective carbonyl reduction predominated in the presence of LiCl. The less strained 2 underwent only carbonyl reduction with Zn/AcOH. The Clemmensen reduction of both 1 and 2 resulted mainly in acyclic products. The unstrained 3 was fairly resistant towards reduction, and did not undergo ring cleavage.
