Total synthesis of (+)-SCH 351448

ORGN 177

Sergei Bolshakov and James L. Leighton. Department of Chemistry, Columbia University, 3000 Broadway, New York, NY 10027
SCH 351448 is a 28-membered macrocyclic dilactone, a novel activator of low-density lipoprotein receptor promoter. Key steps in our synthetic approach include applications of the recently developed asymmetric allyl- and crotylsilane reagents, and a new protodesilylative version of the tandem silylformylation/allylsilylation reaction which provides an efficient synthesis of 1,5-syn diols. The total synthesis of SCH 351448 will be described.

New Reactions and Methodology, Materials, Total Synthesis, Process R&D
8:00 PM-10:00 PM, Sunday, 28 August 2005 Washington DC Convention Center -- Hall A, Poster

8:00 PM-10:00 PM, Monday, 29 August 2005 Washington DC Convention Center -- Hall A, Sci-Mix

Division of Organic Chemistry

The 230th ACS National Meeting, in Washington, DC, Aug 28-Sept 1, 2005