Synthesis of the DFGH ring system of Type B Physalins: Highly Oxygenated, Cage-Shaped Molecules

Authors

  • Megumi Ohkubo,

    1. Synthetic Organic Chemistry Laboratory, Advanced Science Institute, RIKEN, 2-1, Hirosawa, Wako-shi, Saitama 351-0198 (Japan), Fax: (+81) 48-462-4666
    Search for more papers by this author
  • Go Hirai Dr.,

    1. Synthetic Organic Chemistry Laboratory, Advanced Science Institute, RIKEN, 2-1, Hirosawa, Wako-shi, Saitama 351-0198 (Japan), Fax: (+81) 48-462-4666
    Search for more papers by this author
  • Mikiko Sodeoka Dr.

    1. Synthetic Organic Chemistry Laboratory, Advanced Science Institute, RIKEN, 2-1, Hirosawa, Wako-shi, Saitama 351-0198 (Japan), Fax: (+81) 48-462-4666
    Search for more papers by this author

  • We would like to thank Prof. Tetsutaro Hattori (Tohoku university) for helpful discussion. This work was supported by the Chemical Genomics Research Group Project, ASI, and RIKEN.

Abstract

Let the dominos fall: Synthesis of the complex DFGH ring system of the title compounds has been accomplished. The approach features simple treatment of the key intermediate with a Brønsted base to afford the tetracyclic cage-shaped target in one pot through a four-step domino transformation (see scheme; Mc= monochloromesylate, MOM=methoxymethyl).

original image

Ancillary