201472-47-1Relevant articles and documents
Asymmetric Total Synthesis of an Important 3-(Hydroxymethyl)carbacephalosporin
Stocksdale, Mark G.,Ramurthy, Savithri,Miller, Marvin J.
, p. 1221 - 1225 (1998)
Carbacephalosporins have gained much attention as important antibacterial agents. Recently, 3-(hydroxymethyl)carbacephalosporins have been linked to quinolones for the production of multifunctional antibiotics. A short, practical asymmetric total synthesis of carbacephalosporin 3, suitable for conjugating to other chemical moieties, is reported. The synthesis was achieved by Mitsunobu cyclization of dipeptide 12, prepared from L-erythro-anti-β-hydroxy-α-amino acid 11, and subsequent Horner-Wadsworth-Emmons cyclization of ketone 16.