Total synthesis and study of myrmicarin alkaloids

ORGN 273

Mohammad Movassaghi, movassag@mit.edu and Alison Evelynn Ondrus. Department of Chemistry, Massachusetts Institute of Technology, 77 Massachusetts Ave., Cambridge, MA 02139
A convergent total synthesis of myrmicarin alkaloids and related derivatives based on a potentially biomimetic dimerization of optically active pyrroloindolizines is described. A variety of dimerization strategies are discussed that take advantage of the unique chemistry of pyrroloindolizines. Mechanistic insights regarding the high level of substrate directed stereoselection in these dimerization reactions will be discussed.

 

Total Synthesis, Materials, Devices and Switches, Molecular Recognition and Self-Assembly, Biologically-Related Molecules and Processes
8:00 PM-10:00 PM, Sunday, August 19, 2007 BCEC -- Exhibit Hall - B2, Poster

Sci-Mix
8:00 PM-10:00 PM, Monday, August 20, 2007 BCEC -- Exhibit Hall - B2, Sci-Mix

Division of Organic Chemistry

The 234th ACS National Meeting, Boston, MA, August 19-23, 2007