Total syntheses of schilancidilactones A and B, schilancitrilactone A, and 20-epi-schilancitrilactone A via late-stage nickel-catalyzed cross coupling.

نویسندگان

  • Hengtao Wang
  • Xiunan Zhang
  • Pingping Tang
چکیده

The first total syntheses of schilancidilactones A and B, schilancitrilactone A, and 20-epi-schilancitrilactone A have been accomplished using a nickel-catalyzed cross coupling of alkyl bromide with vinyl stannane as the final step. The other key steps include late-stage C(sp3)-H bromination, the oxidative cleavage of a diol to provide the requisite ketone and ester for schilancidilactones A and B, and Dieckmann-type condensation to generate the A ring of schilancitrilactone A and 20-epi-schilancitrilactone A.

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منابع مشابه

Total syntheses of schilancidilactones A and B, schilancitrilactone A, and 20-epi-schilancitrilactone A via late-stage nickel-catalyzed cross coupling† †Electronic supplementary information (ESI) available: Data for new compounds and experimental procedures. CCDC 1535911 and 1535913. For the ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c7sc03293e Click here for additional data file. Click here for additional data file.

The first total syntheses of schilancidilactones A and B, schilancitrilactone A, and 20-epi-schilancitrilactone A have been accomplished using a nickel-catalyzed cross coupling of alkyl bromide with vinyl stannane as the final step. The other key steps include late-stage C(sp)–H bromination, the oxidative cleavage of a diol to provide the requisite ketone and ester for schilancidilactones A and...

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عنوان ژورنال:
  • Chemical science

دوره 8 10  شماره 

صفحات  -

تاریخ انتشار 2017