Total syntheses of 2,2 '-epi-cytoskyrin a, rugulosin, and the alleged structure of rugulin

Academic Article
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related to degree

  • Lim, Yee Hwee, Ph.D. in Organic Chemistry, Scripps Research , Joint graduate program with Oxford University 2005 - 2010

publication date

  • April 2007

abstract

  • The total syntheses of 2,2'-epi-cytoskyrin A, rugulosin, and the alleged structure of rugulin are described. These naturally occurring bisanthraquinones and their relatives are characterized by novel molecular architectures at the core, at which lies a more or less complete, cage-like structural motif termed "skyrane". The strategies developed for their total synthesis feature a cascade sequence called the "cytoskyrin cascade" and deliver these molecules in short order and in a stereoselective manner.