1002353-89-0Relevant academic research and scientific papers
Ring Opening of Cyclopropylketones Induced by Photochemical Electron Transfer
Cossy, Janine,Furet, Nathalie,BouzBouz, Samir
, p. 11751 - 11764 (1995)
Depending on the substitution pattern of cyclopropylketones, the photochemically induced electron transfer of tertiary amines to cyclopropylketones leads either to the formation of 3-substituted cycloalkanones or to ring expanded products.
Convenient synthesis of (e)-5-aryl(halo)methylenebicyclo-[2.2.2]oct-2-enes and -[2.2.1]hept-2-enes via Lewis acid-promoted carbohalogenation of cyclic 2,6-enynols
Yeh, Ming-Chang P.,Lin, Hsin-Hui,Kuo, Siou-Fu,Chen, Pei-Jie,Honga, Jyun-Wei
, p. 3816 - 3820 (2014)
An efficient synthesis of (E)-5-aryl(halo)-methylenebicyclo[2.2.2]oct-2-enes is reported. Lewis acid-promoted carbohalogenation of 4-(3-arylprop-2-ynyl)-cyclohex-2-enols in dichloromethane proceeds rapidly to afford the exo-methylenebridged bicycles in good yields. This method also provides an easy access to (E)-5-aryl(halo)methyl-ACHTUNGTRENUNGenebicyclo[2.2.1]hept-2-enes from the five-membered ring 2,6-enynols. The reactions are procedurally simple and high yielding, producing the aryl(halo) methylene-bridged bicycles in minutes under air and mild conditions.
Gold-Catalyzed Cyclizations of Alkynyl Silyl Enol Ethers: An Easy Access to Bicyclo[3.2.1]octanone Derivatives
Carr?r, Amandine,Péan, Christophe,Perron-Sierra, Fran?oise,Mirguet, Olivier,Michelet, Véronique
, p. 1540 - 1545 (2016)
The efficient gold-catalyzed cyclization reactions of alkynyl silyl enol ethers were successfully applied to the preparation of bicyclo[3.2.1]octanone derivatives. Accordingly, after optimization of the gold catalytic system, several bicyclic α,β-unsaturated keto adducts were synthesized in good to excellent yields. The process followed a major 5-exo cyclization via an anti addition of the silyl enol ether to the π-activated intermediate, which was demonstrated by a deuterium incorporation experiment. A 6-endo cyclization process was observed for a silyl enol ether bearing an electron-donating aromatic group.
A general synthetic route to differentially functionalized angularly and linearly fused [6-7-5] ring systems: A Rh(I)-catalyzed cyclocarbonylation reaction
Brummond, Kay M.,Chen, Daitao,Davis, Matthew M.
, p. 5064 - 5068 (2008/12/20)
(Figure Presented) Investigations of a Rh(I)-catalyzed cyclocarbonylation reaction reveal its general synthetic utility for accessing highly functionalized tricyclic [6-7-5] linear and angular ring systems from allene-ynes. Three types of allene-ynes were
Mo(CO)- And [Rh(CO)Cl] catalyzed allenic cyclocarbonylation reactions of alkynones: Efficient access to bicyclic dienediones
Brummond, Kay M.,Chen, Daitao
supporting information; experimental part, p. 705 - 708 (2009/04/07)
Allenyl alkynones are efficiently transformed into fused bicyclic dienediones via cyclocarbonylation reaction conditions. Mo(CO)6/DMSO reaction conditions result in the formation of a bicyclo[3.3.0]octenone ring system, and the [Rh(CO)2/s
C-H amination in synthesis: An approach to the assembly of the B/C/D ring system of aconitine
Conrad, Rosemary M.,Du Bois
, p. 5465 - 5468 (2008/09/17)
A strategy for the preparation of aconitine is described that attempts to exploit chemoselective C-H amination and the electrophilic reactivity of oxathiazinane N,O-acetals for assembling the complex, polycyclic carbon framework of the natural product.
A NEW APPROACH FOR THE FORMATION OF FUSED CYCLOOCTANE OR CYCLOHEXANE RINGS
Majetich, George,Hull, Ken,Desmond, Richard
, p. 2751 - 2754 (2007/10/02)
The intramolecular regioselective addition of unsymmetrical allylsilanes to conjugated dienones is shown to permit facile entry into 5-6, 6-6, 5-8, and 6-8 bicyclic ring systems.
