Stereoselectivity in the mechanism of acid hydrolysis of mitomycins.

摘要: The stereoselectivity in the acid hydrolysis mechanism of mitomycins was studied. predominance 1, 2-cis-mitosene degradation products occurring at low pH ascribed to directing force exterted on incoming nucleophile by protonated 2-amino function an intermediate process as well steric hindrance due orientation C9 urethane substituent one steps preceding formation intermediate. differences electron density chromophore and resulting pKa value amino involved are discussed.