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Photoassisted synthesis of enantiopure alkaloid mimics possessing unprecedented polyheterocyclic cores.

ABSTRACT: 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.

SUBMITTER: Kumar NN

PROVIDER: S-EPMC3763736 | biostudies-other | 2013 Jul

REPOSITORIES: biostudies-other

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Photoassisted synthesis of enantiopure alkaloid mimics possessing unprecedented polyheterocyclic cores.

Kumar N N Bhuvan NN Mukhina Olga A OA Kutateladze Andrei G AG

Journal of the American Chemical Society 20130621 26

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 ...[more]

PMID: 23789841

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