Steven W. Baldwin
Professor of Chemistry

The central themes of our research program are the development of methodology to accomplish the synthesis of optically pure materials and the subsequent application of the new methodology to the total synthesis of biologically significant natural products. At the present time there are several different approaches to a variety of targets in progress in our laboratories. The first is the transfer of chirality from optically active hydroxylamines (e.g.,1) employing intra-and intermolecular nitrone /alkene cycloaddition reactions in the chirality transfer step. Particular targets for this chemistry are several ''unusual'' alpha-amino acids (2) as well as alkaloids related to pretazettine (3). The synthesis of pretazettine is also being addressed in a different approach involving a chiral ring expansion of allylic alcohol (4). Recently, significant progress has been realized in the synthesis the alkaloid gelsemicine (7) based on the Diels-Alder reaction of chiral maleimides such as (5). It has been found, for instance, that diastereomeric ratios in excess of 50/1 can be realized when (5) is allowed to react with silicon substituted butadiene (6) in a Lewis-acid catalyzed reaction.

Current Appointments & Affiliations

Contact Information

  • 1101 French Science Center, Durham, NC 27708
  • Box 90346, Durham, NC 27708-0346

Some information on this profile has been compiled automatically from Duke databases and external sources. (Our About page explains how this works.) If you see a problem with the information, please write to Scholars@Duke and let us know. We will reply promptly.