1027321-28-3Relevant articles and documents
Regioselective and stereospecific synthesis of enantiopure 1,3-oxazolidin-2-ones by intramolecular ring opening of 2-(Boc-aminomethyl) aziridines. Preparation of the antibiotic linezolid
Moran-Ramallal, Roberto,Liz, Ramon,Gotor, Vicente
, p. 1935 - 1938 (2008)
The amide moiety of several enantiopure unactivated 1-aryl- or 1-alkylaziridine-2-carboxamides were reduced and then W-Boc-protected to afford enantiopure 2-(Boc-aminomethyl)aziridines, which were further converted into enantiopure 5-(aminomethyl)-1,3-oxazolidin-2-ones by means of a stereospecific and fully regioselective BF3-Et2O-promoted intramolecular nucleophilic ring opening. One of these oxazolidinones was transformed into the antibiotic linezolid through a Cul-catalyzed N-arylation reaction at its carbamate moiety.