2 research outputs found
Total Synthesis and Cytotoxicity Evaluation of Pareitropone and Analogues
No full textA concise synthesis of pareitropone
by oxidative cyclization
of
a phenolic nitronate is delineated. The use of TMSOTf as an additive
to promote the facile formation of a strained norcaradiene intermediate
provides convenient access to highly condensed multicyclic tropones
in high yields. This synthesis is modular, efficient, and scalable,
highlighting the synthetic utility of radical anion coupling reactions
in annulation reactions. This work is discussed in the context of
total syntheses of the tropoloisoquinoline alkaloids. Also included
are the preparation of several congeners and a brief description of
their biological activities
