31448-67-6Relevant articles and documents
Synthesis and Bioactivity of a New Class of Rigid Glutamate Analogues. Modulators of the N-Methyl-D-aspartate Receptor
Kozikowski, Alan P.,Tueckmantel, Werner,Reynolds, Ian J.,Wroblewski, Jarda T.
, p. 1561 - 1571 (1990)
A variety of derivatives of azetidine-2,4-dicarboxylic acid were synthesized and examined for their ability to stimulate 45Ca2+ uptake in cultures of cerebellar granule cells.Of the compounds tested, the cis-azetidine-2,4-dicarboxylic acid (10f
Enolates of 2-isothiocyanatocarboxylic esters: Synthesis of thiazolo[5,4-d]-thiazole derivatives and 2-thioxo-1,3-thiazolidine-4- carboxylates
Cie, Dariusz,Kalinowska-Tucik, Justyna
scheme or table, p. 1736 - 1744 (2012/07/28)
An oxidative dimerization of titanium(IV) enolates derived from menthyl esters of 2-isothiocarboxylic acids leads to radical coupling followed by cyclization. This cascade reaction gives thiazolo[5,4-d]thiazole derivatives as pure enantiomers. Under simil
Stereoselective 1,3-debromination reactions
Liu, Yingchun,Sorensen, Ted S.,Sun, Fang
, p. 258 - 262 (2007/10/02)
The metallate, PPN(1+)Cr(CO)4NO(1-), was used for the 1,3-debrominative reductive cyclization of the (+/-) and meso isomers of dimethyl 2,4-dibromoglutarate and dimethyl 2,4-dibromo-2,4-dimethylglutarate.In both (+/-) isomers, the reaction is stereospecific in giving the trans cyclopropane product.In the meso case, the reaction is unselective in the first case, but distinctly favors the cis cyclopropane isomer in the second set of compounds.This (+/-) and meso pair thus represent the first example of near stereospecifity in the debromination of both 1,3-dibromo diasteromers.Using an enantiomerically enriched dimethyl 2,4-dibromo glutarate, and determining the absolute stereochemistry of the cyclopropane product, it was found that a strict double inversion () mechanism is involved in the (+/-) debromination reaction and presumably also in the near-stereospecific meso case reported above.