Studies toward the asymmetric synthesis of the spiro-isoxazoline natural products

ORGN 27

Sujata Bardhan, bardhan@bu.edu, Daniel C Schmitt, and John A. Porco Jr., porco@bu.edu. Department of Chemistry and Center for Chemical Methodology and Library Development (CMLD-BU), Boston University, 590 Commonwealth Avenue, Boston, MA 02215
The bromotyrosine-derived spiroisoxazolines represent a structurally diverse class of physiologically active natural products. The family contains a number of structural types, including monomeric and dimeric compounds (Figure). Diversity in this natural product class also arises from the spacer diamine element between the two dibromo-spiroisoxazoline moiety. Calafianin (1) is the only member in this group of natural products containing an epoxy ketone moiety. In this presentation, we will review our recent progress towards the synthesis of 1 and dimeric molecules including 2.

 

Total Synthesis of Complex Molecules
8:00 AM-12:00 PM, Sunday, 28 August 2005 Washington DC Convention Center -- 202B, Oral

Division of Organic Chemistry

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