2022
DOI: 10.1021/acs.orglett.2c00448
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Total Synthesis and Stereochemical Assignment of (−)-Psychotridine

Abstract: We report the first enantioselective total synthesis and stereochemical assignment of (−)-psychotridine. The application of our diazene-directed assembly of enantiomerically enriched cyclotryptamines afforded a highly convergent synthesis of the pentameric alkaloid, allowing its detailed structural assignment. Highlights of the synthesis include the introduction of four quaternary stereocenters with complete stereochemical control in a single step via the photoextrusion of three molecules of dinitrogen from an… Show more

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