Total Synthesis of Ritterazine B

02 February 2021, Version 1
This content is a preprint and has not undergone peer review at the time of posting.

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.

Keywords

ritterazine B
total synthesis
spiroketalization
chemotherapeutic
cycloisomerization
anticancer
bis-steroidal pyrazine

Supplementary materials

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Title
2021-01-26 ritterazine B SI
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