18998-15-7Relevant academic research and scientific papers
Iron-catalyzed carbonylation-peroxidation of alkenes with aldehydes and hydroperoxides
Liu, Weiping,Li, Yuanming,Liu, Kaisheng,Li, Zhiping
supporting information; experimental part, p. 10756 - 10759 (2011/08/22)
A three-component reaction of alkenes, aldehydes, and hydroperoxides catalyzed by FeCl2 to β-peroxy ketones has been achieved. This three-component reaction can be also applied to the synthesis of α-carbonyl epoxides, through either a stepwise base-induced epoxidation of the separated β-peroxy ketone products or a one-pot process by simply adding base to the reaction mixture after the completion of the three-component reaction.
Scoping the triphasic/PTC conditions for the Juliá-Colonna epoxidation reaction
Geller, Thomas,Krüger, Christa M.,Militzer, H.-Christian
, p. 5069 - 5071 (2007/10/03)
A new, highly efficient procedure for the Juliá-Colonna epoxidation is reported. Based on the original triphasic protocol it is shown that the co-catalysis of the reaction with phase transfer catalysts results in a dramatic increase of reactivity and some
Development of the Julia asymmetric epoxidation reaction. Part 2. Application of the oxidation to alkyl enones, enediones and unsaturated keto esters
Kroutil, Wolfgang,Lasterra-Sanchez, M. Elena,Maddrell, Samuel J.,Mayon, Patrick,Morgan, Phillip,Roberts, Stanley M.,Thornton, Steven R.,Todd, Christine J.,Tueter, Melek
, p. 2837 - 2844 (2007/10/03)
Polyleucine-based systems have been used to catalyse the asymmetric oxidation of a variety of alkyl enones 1-4, 9-14, an enynone 16 and a dienone 17 to afford the corresponding epoxides 5-8, 18-26 in good to excellent yield and optical purity. A range of enediones 30-32, 34 and one unsaturated keto ester 33 have also been epoxidised stereoselectively to afford optically active epoxides 35-39. The epoxidations were carried out with basic peroxide as the oxidant; the polyleucine catalyst was prepared from leucine N-carboxyanhydride using 1,3-diaminopropane, water (employing a humidity cabinet) or a polystyrene immobilised amine as the initiator. Preliminary mass spectral data on material derived from L-leucine and 1,3-diaminopropane (DAP-PLL) suggest that the catalyst consists of material that contains 22 ± 10 leucine residues.
Unexpected asymmetric epoxidation reactions catalysed by polyleucine-based systems
Kroutil, Wolfgang,Mayon, Patrick,Lasterra-Sanchez, M. Elena,Maddrell, Samuel J.,Roberts, Stanley M.,Thornton, Steven R.,Todd, Christine J.,Tueter, Melek
, p. 845 - 846 (2007/10/03)
Polyleucine-based systems have been shown to catalyse the asymmetric epoxidation of a variety of enones, an enynone, selected enediones and an unsaturated ketoester.
