Enantioselective synthesis of (+)-epi-anamarine

ORGN 123

Dong Gao and George A. O'Doherty. C. Eugene Bennett Department of Chemistry, West Virginia University, Morgantown, WV 26506-6045
The enantioselective of (+)-10-epi-anamarine (1) can be achieved from the achiral triene 3 in 10 steps. The route relies upon the lactone formation via a ring closing metathesis of triene 2, an enantioselective allylation and an enantio- and regioselective Sharpless dihydroxylation of triene 3. Details of the synthesis toward the target will be discussed.

 

Asymmetric Reactions and Syntheses, Metal-Mediated Reactions, Materials, Molecular Recognition
8:00 PM-10:00 PM, Sunday, August 22, 2004 Pennsylvania Convention Center -- Hall D, Poster

Sci-Mix
8:00 PM-10:00 PM, Monday, August 23, 2004 Pennsylvania Convention Center -- Hall D, Sci-Mix

Division of Organic Chemistry

The 228th ACS National Meeting, in Philadelphia, PA, August 22-26, 2004