84433-95-4Relevant academic research and scientific papers
Olefin-Supported Cationic Copper Catalysts for Photochemical Synthesis of Structurally Complex Cyclobutanes
Gravatt, Christopher S.,Melecio-Zambrano, Luis,Yoon, Tehshik P.
supporting information, p. 3989 - 3993 (2020/12/30)
The sole method available for the photocycloaddition of unconjugated aliphatic alkenes is the Cu-catalyzed Salomon–Kochi reaction. The [Cu(OTf)]2?benzene catalyst that has been standard in this reaction for many decades, however, is air-sensitive, prone to photodecomposition, and poorly reactive towards sterically bulky alkene substrates. Using bench-stable precursors, an improved catalyst system with superior reactivity and photostability has been designed, and it offers significantly expanded substrate scope. The utility of this new catalyst for the preparation of sterically crowded cyclobutane structures is highlighted through the preparation of the cores of the natural products sulcatine G and perforatol.
Halonium ion-mediated reaction of unsaturated hydroperoxy acetals. Competition between the formation of cyclic peroxides and the migration of the methoxy (or hydroxy) group
Tokuyasu, Takahiro,Masuyama, Araki,Nojima, Masatomo,McCullough, Kevin J.
, p. 1069 - 1075 (2007/10/03)
Monoozonolyses of dienes 2 in methanol gave in each case the corresponding unsaturated α-methoxy hydroperoxides 3. Capture of 2-alkyl- substituted cyclohexanone oxides by methanol was highly diastereoselective, thereby providing exclusively the hydroperoxides derived from attack by methanol from the less hindered face of the carbonyl oxide intermediates. Halonium ion-mediated reactions of the hydroperoxides 3 gave the novel methoxy- or hydroxy-migrated products, together with the expected halogen- substituted 1,2-dioxanes and/or 1,2-dioxepanes, the composition of the product mixture being a function of the halogenating agent utilized and the structure of 3.
Intramolecular and Intermolecular Lewis Acid Catalyzed Ene Reactions Using Ketones as Enophiles
Jackson, Andrew C.,Goldman, Boris E.,Snider, Barry B.
, p. 3988 - 3994 (2007/10/02)
Alkylaluminium halide catalyzed intramolecular ene reactions of β-keto esters proceed in high yield to give cyclohexanols, via either a type I or type II process.Treatment of β-keto ester 3 with Me2AlCl gives cis-fused ene adduct 5 in 67percent yield.Simi
Intramolecular Photochemical Reactions of 2-Acyl-1,5-hexadienes
Wolff, Steven,Agosta, William C.
, p. 1299 - 1304 (2007/10/02)
Photolysis of the 2-acyl-1,5-hexadienes 6-11 (Table I) leads to regiospecific crossed cyclization, yielding derivatives of bicyclohexane.Unlike dienones of the related classes 1 and 2, neither substitution at C(5) nor the presence of a ring influen
