206759-70-8Relevant academic research and scientific papers
OsO4-catalyzed amination of silyl enol ethers: Enantioselective synthesis of α-amino ketones
Phukan, Prodeep,Sudalai
, p. 1001 - 1005 (1998)
Osmium tetroxide catalyzed asymmetric aminohydroxylation of silyl enol ethers using cinchona alkaloids as chiral ligands and chloramine-T as the nitrogen source affords enantiomerically pure α-amino ketones.
Copper(II) triflate-catalyzed intramolecular hydroamination of homoallylic amino alcohols as an expedient route to trans-2,5-dihydro-1H-pyrroles and 1,2-dihydroquinolines
Rao, Weidong,Kothandaraman, Prasath,Koh, Chii Boon,Chan, Philip Wai Hong
supporting information; experimental part, p. 2521 - 2530 (2011/02/21)
A new efficient synthetic route to trans-2,5-dihydro-1H-pyrroles and 1,2-dihydroquinolines that relies on copper(II) triflate-catalyzed intramolecular hydroamination of homoallylic amino alcohols under mild and operationally straightforward conditions is
Epoxy-annulations by reactions of α-amido ketones with vinyl sulfonium salts. Reagent versus substrate control and kinetic resolution
Unthank, Matthew G.,Tavassoli, Bahareh,Aggarwal, Varinder K.
supporting information; experimental part, p. 1501 - 1504 (2009/04/12)
(Chemical Equation Presented) Diphenyl vinyl sulfonium salt and chiral amido-ketones undergo highly diastereoselective epoxy-annulation reactions in good yield. The use of a chiral vinyl sulfonium salt dominates the stereochemical outcome of the annulatio
Asymmetric Strecker reaction of N-benzhydrylimines utilising new tropos biphenyldiol-based ligands
Wuennemann, Stefan,Froehlich, Roland,Hoppe, Dieter
, p. 684 - 692 (2008/09/17)
The synthesis of a library of N-arenesulfonyl-1,3-oxazolidinyl-substituted biphenyldiols is presented. A set of two central intermediates together with easily accessible N-arenesulfonylamino alcohols furnish a broad variety of 1,3-oxazolidines. These are applied as chiral tropos ligands in a titanium-mediated Strecker-type reaction of N-benzhydrylimines. A correlation between the ee values in the product and the diastereomeric ratio concerning the chiral axis of the ligand is made. Those substituents in the ligand which proved to lead to a higher preference for one diastereomeric conformer of the chiral axis in related compounds now provide the most selective ligands. Two privileged ligands are identified that afford superior results in 8 of 13 screenings. Wiley-VCH Verlag GmbH & Co. KGaA, 2008.
First osmium-catalysed ketamination of alkenes
Villar, Amparo,Hoevelmann, Claas H.,Nieger, Martin,Muniz, Kilian
, p. 3304 - 3306 (2007/10/03)
Conditions for a first oxidative conversion of alkenes into 2-amino ketones are described, which yield racemic products within a direct oxidation pathway and 2-amino ketones with up to 99% enantiomeric excess from the corresponding enantiopure amino alcohols. The Royal Society of Chemistry 2005.
OsO4-catalyzed synthesis of α-amino ketones: Improvement of yield and enantioselectivity
Phukan, Prodeep
, p. 921 - 923 (2007/10/03)
OsO4-catalyzed amination of silyl enol ethers using sharpless asymmetric aminohydroxylation conditions affords enantiomerically pure α-amino ketones. Improvement of yield and enantioselectivity has been achieved.
Catalytic asymmetric aziridination of enol derivatives in the presence of chiral copper complexes to give optically active α-amino ketones
Adam, Waldemar,Roschmann, Konrad Johann,Saha-Moeller, Chantu Ranjan
, p. 557 - 561 (2007/10/03)
A series of acyclic and cyclic enol derivatives 1 has been transformed into the corresponding α-amino-functionalized ketones 2 by means of enantioselective catalytic aziridination with chiral Cu complexes, prepared in situ from [Cu(MeCN)4]PFsu
