{"database":"biostudies-literature","file_versions":[],"scores":null,"additional":{"omics_type":["Unknown"],"volume":["8"],"submitter":["Oguri H"],"pubmed_abstract":["By emulating the universal biosynthetic strategy, which employs modular assembly and divergent cyclizations, we have developed a four-step synthetic process to yield a collection of natural-product-inspired scaffolds. Modular assembly of building blocks onto a piperidine-based manifold 6, having a carboxylic acid group, was achieved through Ugi condensation, N-acetoacetylation and diazotransfer, leading to cyclization precursors. The rhodium-catalyzed tandem cyclization and divergent cycloaddition gave rise to tetracyclic and hexacyclic scaffolds by the appropriate choice of dipolarophiles installed at modules 3 and 4. A different piperidine-based manifold 15 bearing an amino group was successfully applied to demonstrate the flexibility and scope of the unified four-step process for the ge"],"journal":["Beilstein journal of organic chemistry"],"pagination":["930-40"],"full_dataset_link":["https://www.ebi.ac.uk/biostudies/studies/S-EPMC3388883"],"repository":["biostudies-literature"],"pubmed_title":["Parallel and four-step synthesis of natural-product-inspired scaffolds through modular assembly and divergent cyclization."],"pmcid":["PMC3388883"],"pubmed_authors":["Oikawa H","Ishiyama A","Otoguro K","Mizoguchi H","Oguri H","Iwatsuki M","Omura S"],"additional_accession":[]},"is_claimable":false,"name":"Parallel and four-step synthesis of natural-product-inspired scaffolds through modular assembly and divergent cyclization.","description":"By emulating the universal biosynthetic strategy, which employs modular assembly and divergent cyclizations, we have developed a four-step synthetic process to yield a collection of natural-product-inspired scaffolds. Modular assembly of building blocks onto a piperidine-based manifold 6, having a carboxylic acid group, was achieved through Ugi condensation, N-acetoacetylation and diazotransfer, leading to cyclization precursors. The rhodium-catalyzed tandem cyclization and divergent cycloaddition gave rise to tetracyclic and hexacyclic scaffolds by the appropriate choice of dipolarophiles installed at modules 3 and 4. A different piperidine-based manifold 15 bearing an amino group was successfully applied to demonstrate the flexibility and scope of the unified four-step process for the ge","dates":{"release":"2012-01-01T00:00:00Z","publication":"2012","modification":"2025-04-05T13:20:27.064Z","creation":"2019-03-27T00:55:11Z"},"accession":"S-EPMC3388883","cross_references":{"pubmed":["23015843"],"doi":["10.3762/bjoc.8.105"]}}