Organic Chemistry

Total Synthesis of Ritterazine B

Michael Maser California Institute of Technology
,

Abstract

The first total synthesis of the cytotoxic alkaloid ritterazine B is reported. The synthesis features a unified approach to both steroid subunits, employing a titanium-mediated propargylation reaction to achieve divergence from a common precursor. Other key steps include gold-catalyzed cycloisomerizations that install both spiroketals, and late stage C–H oxidation to incorporate the C7′ alcohol.

Version notes

V2: Update funding acknowledgments and revise TOC graphic coloring

Content

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Supplementary material

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2021-01-26 ritterazine B SI