2282-77-1Relevant academic research and scientific papers
Photo-Induced Dihydroxylation of Alkenes with Diacetyl, Oxygen, and Water
Masuda, Yusuke,Ikeshita, Daichi,Murakami, Masahiro
, (2021)
Herein reported is a photo-induced production of vicinal diols from alkenes under mild reaction conditions. The present dihydroxylation method using diacetyl (= butane-2,3-dione), oxygen, and water dispenses with toxic reagents and intractable waste generation.
A novel and efficient catalytic epoxidation of olefins with adducts derived from methyltrioxorhenium and chiral aliphatic amines
Vezzosi, Stefano,Guimerais Ferre, Anna,Crucianelli, Marcello,Crestini, Claudia,Saladino, Raffaele
experimental part, p. 262 - 269 (2009/02/05)
Nitrogen-based adducts derived from methyltrioxorhenium(VII) and chiral aliphatic amines have been synthesized and applied to the efficient catalytic epoxidation of olefins with urea hydrogen peroxide complex as the primary oxidant. These complexes retain their catalytic activity when microencapsulated in polystyrene. A moderate steroinduction was obtained in the epoxidation of prochiral olefins with complexes between methyltrioxorhenium and chiral trans-1,2-cyclohexyldiamine. The values of steroinduction were found to increase after the microencapsulation process.
A general synthesis of 2-alkoxy-2-phenylpropanoic acids
Monk, Keith A.,Duncan, Nathan C.,Bauch, Eric A.,Garner, Charles M.
, p. 8605 - 8609 (2008/12/21)
A preparation of a variety of 2-alkoxy-2-phenylpropanoic acids in two steps is described. Epoxidation of α-methylstyrene with mCPBA in methanol or primary alcohol solvents proceeded with an acid-catalyzed in situ ring opening reaction to give the corresponding 2-alkoxy-2-phenyl-1-propanols in 28-91% yield. Lower yields were realized with secondary (22-58%) and tertiary (14%) alcohols. These alcohols were cleanly oxidized to the corresponding carboxylic acids using a mild Heyns' oxidation (O2, Pt/C) in generally good to excellent yields (25-92%). The derived (S)-α-methylbenzylamide diastereomers are nearly all well separated by capillary GC, and the use of this method to determine the enantiomeric purity of brucine-resolved 2-methoxy-2-phenylpropanoic acid was demonstrated.
