4845-04-9Relevant articles and documents
Suprafacial and antarafacial paths for the thermal vinylcyclopropane- to-cyclopentene rearrangement of 1-ethenylbicyclo[4.1.0]heptane to bicyclo[4.3.0]non-1(9)-ene
Baldwin,Burrell
, p. 3567 - 3571 (1999)
The gas phase thermal rearrangement of 1-ethenylbicyclo[4.1.0]heptane at 338 °C gives the expected vinylcyclopropane-to-cyclopentene product, bicyclo[4.3.0]non-1(9)-ene. The analogous rearrangement of 1.(2'-(E)-d- ethenyl)bicyclo[4.1.0]heptane takes place
Synthesis of Non-symmetrical Dispiro-1,2,4,5-Tetraoxanes and Dispiro-1,2,4-Trioxanes Catalyzed by Silica Sulfuric Acid
Amado, Patrícia S. M.,Coelho, Jaime A. S.,Cristiano, Maria L. S.,Frija, Luís M. T.,O'neill, Paul M.
, p. 10608 - 10620 (2021/07/31)
A novel protocol for the preparation of non-symmetrical 1,2,4,5-tetraoxanes and 1,2,4-trioxanes, promoted by the heterogeneous silica sulfuric acid (SSA) catalyst, is reported. Different ketones react under mild conditions with gem-dihydroperoxides or peroxysilyl alcohols/β-hydroperoxy alcohols to generate the corresponding endoperoxides in good yields. Our mechanistic proposal, assisted by molecular orbital calculations, at the ωB97XD/def2-TZVPP/PCM(DCM)//B3LYP/6-31G(d) level of theory, enhances the role of SSA in the cyclocondensation step. This novel procedure differs from previously reported methods by using readily available and inexpensive reagents, with recyclable properties, thereby establishing a valid alternative approach for the synthesis of new biologically active endoperoxides.
Synthetic Studies on Cyclocitrinol: Construction of the ABC Ring System Based on Epoxy-Nitrile Cyclization
Sato, Kazuto,Tanino, Keiji
supporting information, p. 674 - 678 (2021/01/21)
The stereoselective synthesis of a model compound containing the ABC ring system of cyclocitrinol was accomplished. After connecting a C ring allyltitanium segment with an A ring bi? cyclo[4.1.0]heptanone segment, the seven-membered B ring moiety was cons
