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Enantioselective Pictet–Spengler Condensation to Access the Total Synthesis of (+)‐Tabertinggine

Dan Long, Gaoyuan Zhao, Zhiqiang Liu, Peiqi Chen, Shiqiang Ma, Xingang Xie, X. She

2022European Journal of Organic Chemistry22 citationsDOI

Abstract

Abstract A chiral phosphoric acid (CPA)‐catalyzed enantioselective Pictet–Spengler condensation/lactamization cascade reaction was established, which paved the way of the collective synthesis of iboga‐type indole alkaloids. Herein, we presented the asymmetric total synthesis of iboga‐type indole alkaloid (+)‐tabertinggine.

Topics & Concepts

ChemistryEnantioselective synthesisPictet–Spengler reactionIndole testTotal synthesisPhosphoric acidCondensationCascadeCombinatorial chemistryOrganic chemistryStereochemistryCatalysisChromatographyThermodynamicsPhysicsAlkaloids: synthesis and pharmacologyChemical synthesis and alkaloidsTraditional and Medicinal Uses of Annonaceae
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