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First Total Syntheses of Tetracenomycins C and X.

Shogo Sato, Keiichiro Sakata, Yoshimitsu Hashimoto, Hiroshi Takikawa, Keisuke Suzuki

Angewandte Chemie (International ed. in English) 2017 Oct 02


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  • benzoin (1)
  • oxide (1)
  • tetracenomycins c (2)
  • tetracenomycins x (1)
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    The first total syntheses of tetracenomycins C and X were achieved, featuring 1) preparation of a hexasubstituted naphthonitrile oxide by successive benzyne cycloadditions and an oxidative ring-opening reaction; 2) a novel ortho-quinone mono-acetal as the A-ring unit; 3) construction of three contiguous stereogenic centers by an asymmetric benzoin cyclization, an isoxazole oxidation, and a stereoselective reduction. © 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

    Citation

    Shogo Sato, Keiichiro Sakata, Yoshimitsu Hashimoto, Hiroshi Takikawa, Keisuke Suzuki. First Total Syntheses of Tetracenomycins C and X. Angewandte Chemie (International ed. in English). 2017 Oct 02;56(41):12608-12613


    PMID: 28762249

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