136312-66-8Relevant articles and documents
A novel DMAP-promoted oxazolidinethione deacylation. Application for the direct conversion of the initial chiral thioimide aldols to various ester protecting groups.
Su, Dah-Wei,Wang, Ying-Chuan,Yan, Tu-Hsin
, p. 4197 - 4198 (1999)
DMAP (4-(dimethylamino)pyridine) promoted nucleophilic cleavage of the initial chiral thioimide aldols can be directed to form various ester protecting groups without causing racemization of the newly created stereocenters.
Chemoselective Nucleophilic Attack on N-Acyl Derivatives of (S)-Ethyl 4,4-Dimethyl Pyroglutamate (DMPG)
Mantecon, Susana,Vaquero, Juan J.,Alvarez-Builla, Julio,De La Puente, Maria Luz,Espinosa, Juan F.,Ezquerra, Jesus
, p. 3791 - 3794 (2007/10/03)
(Matrix presented) Heteronucleophiles and C-nucleophiles chemoselectively react with N-acyl (S)-ethyl 4,4-dimethyl pyroglutamate (DMPG) affording esters, amides, and ketones in high yield. The intramolecular process allows the stereoselective formation of β-hydroxy acids likely by formation and ring opening of the corresponding β-lactones.