Access to fused tricyclic gamma-butyrolactones, a natural product -like scaffold
| Title | Access to fused tricyclic gamma-butyrolactones, a natural product -like scaffold |
| Publication Type | Journal Article |
| Year of Publication | 2017 |
| Authors | Kalmode, HP, Handore, KL, D. Reddy, S |
| Journal | Journal Of Organic Chemistry |
| Volume | 82 |
| Issue | 14 |
| Pagination | 7614-7620 |
| Date Published | JUL |
| Type of Article | Article |
| Abstract | Serendipitous findings of an acid mediated skeletal rearrangement of bicydo-beta-ketoester having cyclopropyl ring to access fused tricyclic gamma-butyrolactones has been described. This novel transformation has been optimized to 30 mol% p-toluenesulfonic acid (p-TSA) in toluene using Dean Stark apparatus, where the aldol condensation, cyclopropyl ring opening followed by cyclization took place in a single-pot operation. The resulting tricyclic compounds are interesting chemotype with natural product resemblance and may find useful applications in the future. |
| DOI | 10.1021/acs.joc.7b00794 |
| Type of Journal (Indian or Foreign) | Foreign |
| Impact Factor (IF) | 4.785 |
Divison category:
Organic Chemistry