82782-06-7Relevant academic research and scientific papers
Cationic rhodium(I)/BINAP complex-catalyzed isomerization of secondary propargylic alcohols to α,β-enones
Tanaka, Ken,Shoji, Takeaki
, p. 3561 - 3563 (2007/10/03)
(Chemical Equation Presented) We have developed a cationic rhodium(I)/BINAP complex-catalyzed isomerization of secondary propargylic alcohols to α,β-enones. The asymmetric variant of this reaction, a kinetic resolution of secondary propargylic alcohols, was also developed with good selectivity. The mechanistic study revealed that the isomerization proceeds through intramolecular 1,3- and 1,2-hydrogen migration pathways.
Acylcobalt Salophen Reagents. Precursors to Acyl Radical Intermediates for Use in Carbon-to-Carbon Bond-forming Reactions to Alkenes
Coveney, Donal J.,Patel, Vinod F.,Pattenden, Gerald,Thompson, David M.
, p. 2721 - 2729 (2007/10/02)
Acylcobalt salophen reagents (6) are conveniently synthesised from carboxylic acid chlorides following treatment with the sodium derivative (5) produced from reduction of cobalt(II) salophen with sodium amalgam in tetrahydrofuran at room temperature.The acylcobalt salophens (6) undergo homolytic cleavage in the presence of light from a conventional 300 W sunlamp to give acyl radicals (24) which then undergo additions to activated carbon-to-carbon double bonds, leading to enones, viz. (26) , or saturated ketones, viz. (34) .Intramolecular cyclisations of the acylcobalt salophens (42a) and (42b) lead to the ylidenecyclopentanones (43) and (45), respectively.
Silyl Nitronates in Organic Synthesis. Routes to Heterocycles and Cyclopentanoids. Synthesis of Allethrolone and Calythrone. Acylation and Cyanohydroxylation of Double Bonds. An Exploratory Study
Andersen, Soeren H.,Das, Nalin B.,Joergensen, Ruth D.,Kjeldsen, Gunhild,Knudsen, Jes S.,et al.
, p. 1 - 14 (2007/10/02)
Silyl nitronates are versatile reagents for the preparation of heterocycles by dipolar addition to double bonds.The intermediate isoxazolidines can be transformed to 2-isoxazolines, isoxazoles, furans, dihydrofuranones, pyrazoles, pyridazines and pyridazones.Reduction of 2-isoxazolines with Ti3+ leads to hydroxylated 1,4-diketones, which subsequently can be cyclized to cyclopentenones.Routes to calythrone, rethrolones, prostanoids and a number of naturally occurring dihydrofuranones are devised, as well as synthetic procedures for acylation, preparation of endiones, hydroxyacylation, cyanation and hydroxycyanation of double bonds.
