Novel medium-ring compound libraries inspired by natural products

ORGN 906

Neil Brown, brownne@umkc.edu1, Keith R. Buszek, buszekk@umkc.edu1, Tiffany L. Coleman1, Youngmee Jeong2, Ashley Kearney1, James K. Mansfield1, Nagaaki Sato2, and Baohan Xie1. (1) Department of Chemistry, University of Missouri - Kansas City, Spencer Chemical Laboratories, 205 SCB, 5100 Rockhill Road, Kansas City, MO 64110-2481, (2) Department of Chemistry, Kansas State University, 111 Willard Hall, Manhattan, KS 66502
In this presentation the parallel synthesis of several novel amide, sulfonamide, and urea libraries from unsaturated eight-membered lactam scaffolds is described. These heretofore unknown scaffolds were prepared by the efficient ring-closing metathesis of the corresponding diene amides. The compound libraries were inspired by the rare class of complex, saturated eight-membered lactone natural products. This class includes the antitumor octalactins, cephalosporolide D, dregeanin, and the putative structures of the gonioheptolides.

 

Combinatorial, Parallel, and Solid-Phase Chemistry
8:00 AM-12:00 PM, Thursday, 14 September 2006 Moscone Center -- Room 132, Oral

Division of Organic Chemistry

The 232nd ACS National Meeting, San Francisco, CA, September 10-14, 2006