Total Synthesis of Sarpagine Alkaloid (−)-Normacusine B

Organic Letters
2022.0

Abstract

An asymmetric total synthesis of the sarpagine alkaloid (-)-normacusine B is presented. Salient features of this synthesis include a photocatalytic nitrogen-centered radical cascade reaction to assemble the tetrahydrocarbolinone skeleton, a titanium-mediated intramolecular amide-alkene coupling to construct the bridged azabicyclo[3.3.1]nonane moiety, and a nickelcatalyzed reductive Heck coupling to assemble the azabicyclo[2.2.2]octane ring system. © 2022 American Chemical Society.

DOI： 10.1021/acs.orglett.2c01177

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