121701-23-3Relevant articles and documents
Practical one-pot synthesis of protected l-glyceraldehyde derivatives
Stecko, Sebastian,Michalak, Micha,Stodulski, MacIej,Muchal, Lukasz,Parda, Kamil,Furman, Bartlomiej,Chmielewski, Marek
, p. 2695 - 2698 (2012)
A large-scale, simple, economic, and safe procedure for the preparation of l-glyceraldehyde acetonide under conditions, which allow its direct transformation (one-pot) into the desired products (acetylene, imine, nitrone, unsaturated ester) is reported. l-Glyceraldehyde acetonide is obtained from the corresponding ester, which is readily available from l-serine. Georg Thieme Verlag Stuttgart New York.
Diastereoselective synthesis of β-lactams via Kinugasa reaction of acyclic chiral nitrones
Mucha, ?ukasz,Parda, Kamil,Staszewska-Krajewska, Olga,Stecko, Sebastian,Ulikowski, Artur,Frelek, Jadwiga,Suszczyńska, Agata,Chmielewski, Marek,Furman, Bart?omiej
, p. 12 - 21 (2015/12/31)
An approach to β-lactams via a Kinugasa reaction between chiral copper acetylides and chiral acyclic nitrones bearing either 1,3-dioxane or 1,3-dioxolane moieties is reported. The stereochemical preferences observed in these reactions are discussed. The reaction provides access to a variety of interesting β-lactam structures. Electronic circular dichroism in combination with NMR spectroscopy was shown to be a useful and effective method for the reliable determination of the absolute configuration of all components of a complex mixtures of azetidinones. The effectiveness of the chiral analysis of complex mixtures was demonstrated for HPLC coupled on-line with electronic circular dichroism detection as well.
Chemistry of O-Silylated Ketene Acetals: Stereocontrolled Synthesis of 3-Benzoylamino-2,3-dideoxypentoses by a 1,3-Addition to Chiral Nitrones
Kita, Yasuyuki,Tamura, Osamu,Itoh, Fumio,Kishino, Hiroko,Miki, Takashi,et al.
, p. 2002 - 2007 (2007/10/02)
The stereochemistry of 1,3-addition of ketene acetals (1a,b) to the chiral nitrones (4a-d) derived from 2,3-O-isopropylidene-D-glyceraldehyde was examined.The reaction of ketene methyl tert-butyldimethylsilyl acetal (1a) with the N-benzylnitrone (4a) prod