| Title | Pt(II) or Ag(I) salt catalyzed cycloisomerizations and tandem cycloadditions forming functionalized azacyclic arrays |
| Publication Type | Journal Article |
| Year of Publication | 2004 |
| Authors | Harrison, TJ, Dake, GR |
| Journal | Organic Letters |
| Volume | 6 |
| Pagination | 5023-5026 |
| Date Published | Dec |
| Type of Article | Article |
| ISBN Number | 1523-7060 |
| Keywords | COMPLEXES, cyclizations, ENAMIDES, ENANTIOSELECTIVE REACTIONS, ENYNES, ORGANIC-SYNTHESIS, palladium, platinum, REORGANIZATION, SKELETAL, STEREOCONTROLLED TOTAL-SYNTHESIS |
| Abstract | Cyclic ene-N-p-toluenesulfonamides tethered to an electron-deficient alkyne undergo cycloisomerizations readily under the influence of catalytic Pt(II) salts (PtCl2 or [dppbPtmu-OH](2)(BF4)(2)) or AgOTf. Yields for this process range from 47% to 99%. The resulting functionalized 2-azahydrindans can be reacted further using the Diels-Alder reaction. Tandem cycloisomerization-cycloaddition reactions in one pot generate highly functionalized 1-azadecalin ring systems in a highly stereocontrolled manner. |
| URL | <Go to ISI>://000225812300057 |
