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Modular Synthesis of Polycyclic Alkaloid Scaffolds via an Enantioselective Dearomative Cascade

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JournalOrganic Letters
DateAccepted/In press - 15 Jan 2020
DateE-pub ahead of print - 15 Jan 2020
DatePublished (current) - 7 Feb 2020
Issue number3
Number of pages7
Pages (from-to)1175–1181
Early online date15/01/20
Original languageEnglish


The polycyclic core of the akuammiline alkaloids can be synthesized from simple tryptamine and tryptophol derivatives via a Ag(I)-catalyzed enantioselective dearomative cyclization cascade sequence. The complex tetracyclic scaffolds are prepared via a rapid, versatile, three-step modular synthesis from simple commercially available indole derivatives in high yields and enantiomeric excess (up to 99% yield and >99% ee).

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© 2020 American Chemical Society.


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