Chemoenzymatic Synthesis of Advanced Intermediates for Formal Total Syntheses of Tetrodotoxin

Angewandte Chemie
Daler BaidilovTomas Hudlicky

Abstract

Advanced intermediates for the syntheses of tetrodotoxin reported by the groups of Fukuyama, Alonso, and Sato were prepared. Key steps include the toluene dioxygenase mediated dihydroxylation of either iodobenzene or benzyl acetate. The resulting diene diols were transformed into Fukuyama's intermediate in six steps, into Alonso's intermediate in nine steps, and into Sato's intermediate in ten steps.

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Citations

Mar 12, 2019·Angewandte Chemie·Mariia MakarovaTomas Hudlicky
Jan 28, 2020·Angewandte Chemie·Keigo MurakamiSatoshi Yokoshima
Jan 14, 2021·Organic & Biomolecular Chemistry·Cristina Preston-HerreraJordan T Froese
Nov 7, 2019·The Journal of Organic Chemistry·Derek R BoydChristopher C R Allen
Dec 31, 2021·Organic Letters·Jacob G Robins, Jeffrey S Johnson

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