New “lactendiynes”, characterized by the fusion at C-4 and N-1 of a β-lactam with a hydroxylated 10-membered cyclic enediyne, were synthesized. Studies on their reactivity have shown that this type of fusion with the azetidinone represents a sufficient “safety-catch” against cycloaromatization. These compounds are relatively reactive toward basic hydrolysis, affording monocyclic enediynes which undergo fast cycloaromatization at room temperature.
Synthesis of N-Fused “Lactendiynes”
BANFI, LUCA;GUANTI, GIUSEPPE
1998-01-01
Abstract
New “lactendiynes”, characterized by the fusion at C-4 and N-1 of a β-lactam with a hydroxylated 10-membered cyclic enediyne, were synthesized. Studies on their reactivity have shown that this type of fusion with the azetidinone represents a sufficient “safety-catch” against cycloaromatization. These compounds are relatively reactive toward basic hydrolysis, affording monocyclic enediynes which undergo fast cycloaromatization at room temperature.
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