1312341-52-8Relevant articles and documents
Stereoselective Oxidation of Titanium(IV) Enolates with Oxygen
Gómez-Palomino, Alejandro,Romea, Pedro,Urpí, Fèlix
, p. 2721 - 2726 (2018/06/08)
A novel approach to synthesize enantiomerically pure α-hydroxy carboxylic derivatives is reported. A highly stereoselective oxidation of titanium(IV) enolates from chiral N -acyloxazolidinones is performed with oxygen under simple experimental conditions
Asymmetric radical addition of TEMPO to titanium enolates
Mabe, Phillip J.,Zakarian, Armen
supporting information, p. 516 - 519 (2014/04/03)
A mild method for a-hydroxylation of N-acyl oxazolidinones by asymmetric radical addition of the 2,2,6,6-tetramethylpiperidine N-oxy (TEMPO) radical to titanium enolates was developed. The high diastereoselectivity and broad scope of the reaction show synthetic utility for the a-hydroxylation of substrates that are not tolerant to strongly basic conditions.
A simple method for asymmetric trifluoromethylation of N-acyl oxazolidinones via Ru-catalyzed radical addition to zirconium enolates
Herrmann, Aaron T.,Smith, Lindsay L.,Zakarian, Armen
, p. 6976 - 6979 (2012/06/15)
A Ru-catalyzed direct thermal trifluoromethylation and perfluoroalkylation of N-acyloxazolidinones has been developed. The reaction is experimentally simple and requires inexpensive reagents while providing good yields of products with good levels of stereocontrol. Preliminary studies have shown notable compatibility with functional groups, aromatics, and certain heteroaromatic substituents. The described method provides a useful alternative for the synthesis of fluorinated materials in an experimentally convenient manner.
Asymmetric synthesis of chiral δ-lactones containing multiple contiguous stereocenters
Peed, Jennifer,Perinan Dominguez, Ignacio,Davies, Iwan R.,Cheeseman, Matt,Taylor, James E.,Kociok-Koehn, Gabriele,Bull, Steven D.
supporting information; experimental part, p. 3592 - 3595 (2011/09/21)
A versatile methodology for the asymmetric synthesis of chiral δ-lactones containing multiple contiguous stereocenters has been developed that relies on a series of Evans' aldol, hydroxyl-directed cyclopropanation, methanolysis, and Hg(II) mediated cyclopropane ring-opening reactions for stereocontrol.