A nitrile anion acylation route to (–)-swainsonine

ORGN 573

William C. Trenkle, trenkle@Brown.edu and Sirong Gao, sirong_gao@brown.edu. Department of Chemistry, Brown University, Box H, Providence, RI 02912
This poster will present our work on the total synthesis of (–)-swainsonine. The key bond disconnections are a nitrile anion acylation and subsequent formation of a beta-enaminonitrile to form the piperidine ring of swainsonine. Our studies of the acylation reaction and cyclization will be discussed.
 

New Reactions and Methodology, Heterocycles and Aromatics, Bioorganic Chemistry
8:00 PM-10:00 PM, Tuesday, 12 September 2006 Moscone Center -- Hall D, Poster

Sci-Mix
8:00 PM-10:00 PM, Monday, 11 September 2006 Moscone Center -- Hall D, Sci-Mix

Division of Organic Chemistry

The 232nd ACS National Meeting, San Francisco, CA, September 10-14, 2006