S. Proemmel, R. Wartchow, H. Hoffmann
Jul 29, 2002
Citations
0
Influential Citations
19
Citations
Journal
Tetrahedron
Abstract
Starting from functionalized 8-oxabicyclo[3.2.1]oct-6-en-3-one rac-3 a series of tricyclic epoxy alcohols (4, and aminated derivative 16) have been prepared. After some tuning of the oxygen and nitrogen protecting group at carbon C3 with respect to steric bulk, stability and lipophilicity the highly functionalized tricyclic oxetanes 5 and 17 are accessible in short synthetic order. The structure of key dioxatricycles 9b and 17 has been corroborated by X-ray crystal diffraction analysis. Biological activities have been evaluated.