Photoassisted Synthesis of Enantiopure Alkaloid Mimics Possessing Unprecedented Polyheterocyclic Cores

Enantiopure alkaloid mimics are synthesized
via high yielding intramolecular
cycloadditions of photogenerated azaxylylenes tethered to pyrroles,
with further growth of molecular complexity via post-photochemical
transformations of primary photoproducts. This expeditious access
to structurally unprecedented polyheterocyclic cores is being developed
in the context of diversity-oriented synthesis, as the modular design
allows for rapid “pre-assembly” of diverse photoprecursors
from simple building blocks/diversity inputs.