Studies toward efficient and selective synthesis of amphotericin B

ORGN 161

Qian Hu, qhu@purdue.edu, Department of Chemistry, Purdue University, 560 Oval Drive, West Lafayette, IN 47906 and Ei-ichi Negishi, negishi@purdue.edu, Herbert C. Brown Laboratories of Chemistry, Purdue University, West Lafayette, IN 47907-1393.
An efficient and selective synthesis of the west-south (W+S) fragment of amphotericin B will be described. This synthesis employs diendiyne or triendiyne synthons that react with the west fragment to achieve a stereoselective assembly of the west-south fragment through a hydrozirconation–palladium-catalyzed cross-coupling tandem process. This synthetic strategy is also applicable to the synthesis of a number of other polyene macrolides.
 

Process R&D, Physical Organic Chemistry, Heterocycles, Aromatics, Metal-Mediated Reactions
8:00 PM-10:00 PM, Sunday, March 25, 2007 Hyatt Regency Chicago -- Riverside Center, Poster

Division of Organic Chemistry

The 233rd ACS National Meeting, Chicago, IL, March 25-29, 2007