16240-40-7Relevant articles and documents
Enantioselective synthesis of epoxides by α-deprotonation - Electrophile trapping of achiral epoxides
Hodgson, David M.,Buxton, Timothy J.,Cameron, Iain D.,Gras, Emmanuel,Kirton, Eirene H.M.
, p. 4293 - 4301 (2003)
Enantioselective α-deprotonation of achiral epoxides 1, 21, and 26 using organolithiums in the presence of (-)-sparteine 2 and subsequent electrophile trapping gives access to enantioenriched trisubstituted epoxides 9-17, 22, 23, 27 and 28 (in up to 86% ee).
Chiral epoxides by desymmetrizing deprotonation of meso-epoxides
Hodgson, David M.,Gras, Emmanuel
, p. 2376 - 2378 (2007/10/03)
Simple meso-epoxides can be asymmetrically functionalized: Ligand-assisted direct hydrogen-lithium exchange allows the generation of destabilized oxiranyl lithium species and their subsequent trapping by a wide array of electrophiles (see scheme; E = grou
Photocatalytic Oxygenation of Selected Cycloalkenes in Aqueous Solutions Induced by Water-Soluble Metal Porphyrin Complexes
Hennig, Horst,Behling, Joerdis,Meusinger, Reinhard,Weber, Lutz
, p. 229 - 234 (2007/10/02)
Water-soluble manganese(III) as well as iron(III) porphyrinates are introduced as light-sensitive precursor compounds for the photocatalytic activation of dioxygen in aqueous solutions.It is shown that in the presence of α-pinene (4) and the further cycloalkenes 11-13 photocatalytic oxygenation reactions occur.The dependence of the selectivity of the oxygen transfer to the olefin on both the presence of water and the variation of the substrate-to-catalyst ratio is discussed.The catalyst may be conveniently separated from the substrates/products by using aqueous solvent systems. - Key Words: Photooxygenation / Dioxygen activation / Metallporphyrins / Epoxidation