144890-29-9Relevant academic research and scientific papers
Dienediolates of Unsaturated Carboxylic Acids in Synthesis. Synthesis of Cyclohexenones and Polycyclic Ketones by Tandem Michael-Dieckmann Decarboxylative Annulation of Unsaturated Carboxylic Acids.
Aurell, Maria J.,Gavina, Pablo,Mestres, Ramon
, p. 2571 - 2582 (2007/10/02)
Substituted 2-cyclohexenones 4 to 7 and hexahydronaphthalenones and hexahydroindenones 13 to 18 are prepared by tandem Michael-Dieckmann addition of lithium dienediolates of acyclic and alicyclic unsaturated carboxylic acids to the lithium salts of the same or other unsaturated carboxylic acids.
A New Annulation Reagent, 2-Oxo-3-alkenylphosphonates. Reactions with Carbonyl-Stabilized Carboanions or Silyl Enol Ethers Leading to Cyclohexanones
Wada, Eiji,Funakoshi, Junji,Kanemasa, Shuji
, p. 2456 - 2464 (2007/10/02)
The reactions of 2-oxo-3-alkenylphosphonates with carbonyl-stabilized carbanions directly lead to 2-cyclohexen-1-ones through a sequence of Michael reaction and intramolecular Horner-Emmons olefination.On the other hand, the Lewis acid-mediated reactions with silyl enol ethers produce 1,5-diketones as Michael adducts, which then undergo cyclization on treatment with sodium hydride or triethylamine/zinc (II) bromide to afford 2-cyclohexen-1-ones or 2-phosphinyl-2-cyclohexen-1-ones, respectively.
