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Bioinspired Diversification Approach Toward the Total Synthesis of Lycodine-Type Alkaloids

Hannah M. S. Haley, Stefan E. Payer, Sven M. Papidocha, Simon Clemens, Jonathan Nyenhuis, Richmond Sarpong

2021Journal of the American Chemical Society40 citationsDOIOpen Access PDF

Abstract

-desmethyl-β-obscurine. Key steps in the syntheses include oxidative C-C bond cleavage of a piperidine ring in the core structure of the obscurine intermediate and site-selective C-H borylation of a pyridine nucleus to enable cross-coupling reactions.

Topics & Concepts

ChemistryTotal synthesisBorylationPiperidineStereochemistryCleavage (geology)PyridineRing (chemistry)Structural motifCombinatorial chemistryBond cleavageOrganic chemistryCatalysisAlkylBiochemistryGeotechnical engineeringEngineeringArylFracture (geology)Cholinesterase and Neurodegenerative DiseasesChemical synthesis and alkaloidsNicotinic Acetylcholine Receptors Study
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