3893-40-1Relevant academic research and scientific papers
Asymmetric Transfer Hydrogenation: Dynamic Kinetic Resolution of α-Amino Ketones
Gediya, Shweta K.,Clarkson, Guy J.,Wills, Martin
, p. 11309 - 11330 (2020/10/12)
A series of α-amino ketones were reduced using asymmetric transfer hydrogenation (ATH) through a dynamic kinetic resolution (DKR). The protecting group was matched to the reducing agent, and following optimization, a series of substrates were investigated, giving products in high diastereoselectivity, over 99% ee in several cases and full conversion. The methodology was applied to the enantioselective synthesis of an MDM2-p53 inhibitor precursor.
Catalyst-controlled Wacker-type oxidation of protected allylic amines
Michel, Brian W.,McCombs, Jessica R.,Winkler, Andrea,Sigman, Matthew S.
supporting information; experimental part, p. 7312 - 7315 (2010/11/05)
On the contrary: Utilizing the [Pd-(quinox)]-TBHP catalyst system, protected allylic amines were oxidized with high selectivity for the methyl ketone product. This is contrary to the results obtained by the substrate-controlled Tsuji-Wacker oxidation, which highlights the catalyst-controlled system presented here (see scheme). A variety of N-pro-tecting groups undergo selective oxidation with high ketone selectivity. TBHP = tert-butylhydroperoxide.
Aldehyde selective Wacker oxidations of phthalimide protected allylic amines: A new catalytic route to β3-amino acids
Weiner, Barbara,Baeza, Alejandro,Jerphagnon, Thomas,Feringa, Ben L.
scheme or table, p. 9473 - 9474 (2009/12/06)
(Chemical Equation Presented) A new method for the synthesis of β3-amino acids is presented. Phthalimide protected allylic amines are oxidized under Wacker conditions selectively to aldehydes using PdCl2 and CuCl or Pd(MeCN)2/s
Facile preparation of α-amino ketones from oxidative ring-opening of aziridines by pyridine N-oxide
Luo, Zhi-Bin,Wu, Jing-Yu,Hou, Xue-Long,Dai, Li-Xin
, p. 3428 - 3430 (2008/09/19)
The oxidative ring-opening reaction of a variety of activated aziridines by pyridine N-oxide provided α-amino ketones or α-amino aldehydes in good yields. The Royal Society of Chemistry.
Sulfamidation of 2-arylaldehydes and ketones with chloramine-T
Baumann, Thomas,Bachle, Michael,Brase, Stefan
, p. 3797 - 3800 (2007/10/03)
A series of aliphatic and aromatic carbonyl compounds has been transformed into the corresponding sulfamidated products by means of amine-catalyzed nitrene transfer of chloramine-T. Depending on the residues R, either α-sulfamidation in the case of aromat
