Angewandte Chemie International Edition · 2013 · 43 citations · 59 references
Natural SciencesChemistryMedicinal ChemistryDrug DiscoveryOrganic ChemistrySynthetic Medicinal ChemistryAlkaloid BiosynthesisHeterocyclic ChemistryMedicinal PlantsOrganic SynthesisRetrosynthetic AnalysisAsymmetric SynthesisBiosynthetic Intermediates In Alkaloid PathwaysNatural Product Total SynthesisPlant Alkaloids
Finding a common path: A synthetic strategy inspired by the proposed biogenesis of the montanine-type alkaloids enabled the concise asymmetric synthesis of these compounds in a divergent fashion on the basis of an unprecedented tandem oxidative dearomatization/intramolecular aza-Michael addition as the key step. This bioinspired approach revealed a chemical connection between the cherylline- and montanine-type alkaloids (see scheme). As a service to our authors and readers, this journal provides supporting information supplied by the authors. Such materials are peer reviewed and may be re-organized for online delivery, but are not copy-edited or typeset. Technical support issues arising from supporting information (other than missing files) should be addressed to the authors. Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article.
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Catalytic Asymmetric Dearomatization Reactions
Chun‐Xiang Zhuo, Wei Zhang, Shu‐Li You · Angewandte Chemie International Edition · 2012 · 1.3K citations