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In addition to the scaffold bearing the ethyl side chain of
stenine and neostenine, a collection of nonnatural Stemonalike
ketoamide scaffolds were constructed via this route, which
then served as the substrates for the preparation of six sets of
functionalized analogues. These bore core changes that could
not be readily accomplished by modification of the natural product
itself. Representative examples of the various pathways of
these initial efforts are shown in Scheme 2. Almost exclusively,
these analogues displayed ring systems or functional groups substantially
different from those of the natural products, including
carbamates, amides, aryl groups, and heterocyclic moieties (e.g.,
indole and quinoline) (39). At the outset, it was unknown whether
these analogues would possess any significant binding activity.

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