In continued cooperation with Prof. J. M. Cook and his coworkers at the University of Wisconsin-Milwaukee, the synthesis of di- and polycyclic ring systems composed of fused cyclopentane rings (""""""""polyquinanes"""""""") has been developed further. The approach chosen is based on the ready stereospecific formation of derivatives of cis-bicyclo[3.3.0]octane-3.7-dione (1) from 1.2-dicarbonyl compounds and esters of 3-oxoglutaric acid (the """"""""Weiss reaction""""""""). This year's effort was directed mainly towards the introduction of the maximum number of double bonds into the polyquinanes so obtained; the resulting products would be of great theoretical interest. However, the experimental difficulties are great, and the goal has not yet been reached. The possibility of introducing substituents into positions 2+4 of the bicyclo[3.3.0]octanedione system, suggested but not proven in the literature, has been established. In cooperation with Profs. Merlini and Nasini, the structure of the mold pigment elsinochrome A, derived by us earlier, has been confirmed unequivocally by x-ray crystallography.

Project Start
Project End
Budget Start
Budget End
Support Year
17
Fiscal Year
1989
Total Cost
Indirect Cost
Name
U.S. National Inst Diabetes/Digst/Kidney
Department
Type
DUNS #
City
State
Country
United States
Zip Code