92015-41-3Relevant academic research and scientific papers
Electroorganic Chemistry. 140. Electroreductively Intra- and Intermolecular Couplings of Ketones with Nitriles
Shono, Tatsuya,Kise, Naoki,Fujimoto, Taku,Tominaga, Naoto,Morita, Hiroshi
, p. 7175 - 7187 (2007/10/02)
Electroreduction of γ- and δ-cyano ketones in i-PrOH with Sn cathode gave α-hydroxy ketones and their dehydroxylated ketones as the intramolecularly coupled products.Guaiazulene, (-)-valeranone, polyquinanes, dihydrojasmone, methyl dihydrojasmonate, and rosaprostol have been synthesized by utilizing this electroreductive intramolecular coupling of γ- and δ-cyano ketones in one of the key steps.Similarly, electroreduction of a mixture of ketone and nitrile gave the corresponding intermolecularly coupled product.The product obtained by the electroreductive intermolecular coupling of (+)-dihydrocarvone with acetonitrile has been found to be the precursor of an effective chiral ligand for the enantioselective addition of diethylzinc to aldehydes.
Silicon-Directed Nazarov Reactions III. Stereochemical and Mechanistic Considerations
Jones, Todd K.,Denmark, Scott E.
, p. 2397 - 2411 (2007/10/02)
The influence of remote substituents on the stereochemical outcome of electrocyclization in the silicon-directed Nazarov reaction has been examined.While the degree of stereocontrol was modest (ca. 3:1) the substituent in the major isomer (4,5 or 7-substi
Diels-Alder Reactions of Cycloalkenones. 1. Preparation and Structure of the Adducts
Fringuelli, Francesco,Pizzo, Ferdinando,Taticchi, Aldo,Halls, Timothy D. J.,Wenkert, Ernest
, p. 5056 - 5065 (2007/10/02)
Uncatalyzed and aluminum chloride induced Diels-Alder reactions of 2-cyclopentenones, 2-cyclohexenones, and 2-cycloheptenones with 1,3-butadiene, isoprene, and (E)-piperylene are described.Structure analysis of the adducts and their hydrogenation products by standard means and 13C NMR spectroscopy is presented.
