Base catalyzed ring opening reactions of erythromycin A

✍ Scribed by Sherman T. Waddell; Timothy A. Blizzard

• Publisher: Elsevier Science
• Year: 1992
• Tongue: French
• Weight: 242 KB
• Volume: 33
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(00)74754-x

✦ Synopsis

While the direct opening of the L&one of erythromy& A by hydroxide to give the sxo acid has so far proved elusive, two types of base catalyzed reactions which lead to rupture of the ring with formation of the Cl carboxylate have been d&cove& in solvent P translactonization-elimination process R"!c ves the lO,ll-deh~ seco acid, w ile m an apmtic solvent with strong base a retmaldol tation gives a Cl to Cl0 fragment.