Formal Synthesis of Actinoranone Using a Racemization-Free One-Pot Semipinacol Rearrangement/Wittig Reaction

18 September 2018, Version 1
This content is a preprint and has not undergone peer review at the time of posting.


Here, we report a formal synthesis of the marine cytotoxic meroterpenoid actinoranone. Key steps include a racemization-free semipinacol rearrangement/Wittig reaction sequence and a chiral pool approach for the syntheses of the tetralone and the decalin fragments, respectively. The presented route provides access to the natural product in 14 steps in the longest linear sequence.


Natural Products
Total Synthesis
Semipinacol Rearrangement


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