65996-43-2Relevant 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.
An iodine(iii) mediated oxidative rearrangement of enamines: efficient synthesis of α-amino ketones
Yadagiri, Dongari,Anbarasan, Pazhamalai
, p. 14203 - 14206 (2015/09/15)
An iodine(iii)-mediated, group-selective oxidative rearrangement of β,β-diarylenamines to α-amino ketones has been accomplished with excellent yield. The developed reaction involves the initial oxidation of enamine to an α-acyloxyimine intermediate and concomitant semipinacol rearrangement.
A general approach to polysubstituted pyrroles
Knight, David W.,Rost, Heinz C.,Sharland, Christopher M.,Singkhonrat, Jirada
, p. 7906 - 7910 (2008/03/27)
Exposure of a range of 3-hydroxy-2-sulfonylamino-4-alkynes to excess iodine delivers good yields of a series of iodopyrroles. Unexpectedly, the hydroxyl-dihydropyrroles, which were assumed to be the first-formed intermediates, turn out to be stable entities which have been isolated for the first time.
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.
Chemoselective reduction of α-imino carbonyl compounds into α-amino carbonyl compounds with titanium tetraiodide
Shimizu, Makoto,Sahara, Tetsuya,Hayakawa, Ryuuichirou
, p. 792 - 793 (2007/10/03)
α-Imino carbonyl compounds are chemoselectively reduced with titanium tetraiodide to give α-amino carbonyl compounds in good to excellent yields.
New insertion reactions of some carbenoids into amide- and sulfonamide-NH bonds
Mloston,Celeda,Swiatek,Kaegi,Heimgartner
, p. 1907 - 1914 (2007/10/03)
In the presence of catalytic amounts of Rh2(OAc)4 in toluene, dimethyl diazomalonate (1) decomposed with evolution of N2 to form a carbenoid of type 8 which reacted with carboxamides 2 and toluenesulfonamide (4) to give 2-(acylamino)- and 2-(sulfonylamino)malonates 3 and 5, respectively. In an analogous reaction, α-diazo ketone 6 and 4 yielded N-(2-oxo-1,2-diphenylethyl)toluenesulfonamide (7).
