1097198-53-2Relevant academic research and scientific papers
Access to pyrrolidine imino sugars via tin(II)-mediated aldol reactions of bislactim ethers: Synthesis of 2,5-dideoxy-2,5-imino-d-glucitol
Blanco, Olga,Pato, Cristina,Ruiz, Maria,Ojea, Vicente
, p. 3967 - 3969 (2008)
2,5-Dideoxy-2,5-imino-d-glucitol (DGDP) has been synthesized via the tin(ii)-mediated anti-selective aldol reaction of bislactim ether 5 and a 3-O-silylated 2,4-ethylidene-d-erythrose derivative 6. In accordance with density functional theory calculations (at the B3LYP/cc-pVDZ-PP level), pericyclic transition structures with a boat-like conformation and a stabilizing hydrogen bond can account for the unexpected stereoselectivity. The 2008 Royal Society of Chemistry.
Synthesis of pyrrolidine homoazasugars and 3,4-dihydroxy-5- hydroxymethylprolines using aldol additions of metalated bislactim ethers to 2,4-O-ethylidene-d-erythroses
Blanco, Olga,Pato, Cristina,Ruiz, Maria,Ojea, Vicente
experimental part, p. 2310 - 2321 (2009/09/26)
A strategy for the synthesis of 2,5-dideoxy-2,5-iminohexitols and 2,5-dideoxy-2,5-iminoglyconic acids is described by using diastereoselective aldol additions of metalated bislactim ethers to 2,4-O-ethylidene-d-erythroses and intramolecular N-alkylation a
