AgOTf-catalyzed cascade annulation of 5-hexyn-1-ols and aldehydes: enabling the diastereoselective synthesis of [6,6,6]-trioxa-fused ketals and hexahydro-2H-chromenes
| Title | AgOTf-catalyzed cascade annulation of 5-hexyn-1-ols and aldehydes: enabling the diastereoselective synthesis of [6,6,6]-trioxa-fused ketals and hexahydro-2H-chromenes |
| Publication Type | Journal Article |
| Year of Publication | 2025 |
| Authors | Vinodkumar, R, Nakate, AK, Krishna, GRama, Kontham, R |
| Journal | Chemical Communications |
| Volume | 61 |
| Issue | 5 |
| Pagination | 973-976 |
| Date Published | JAN |
| Type of Article | Article |
| ISSN | 1359-7345 |
| Abstract | We report the unprecedented diastereoselective synthesis of novel [6,6,6]-trioxa-fused ketals via AgOTf-catalyzed cascade annulation of 5-hexyn-1-ols (with primary or secondary hydroxyl groups) and aldehydes through a [2+2+1+1] pathway. In contrast, 5-hexyn-1-ols with tertiary hydroxyl groups yield hexahydro-2H-chromenes via a [3+1+1+1] pathway. |
| DOI | 10.1039/d4cc05546b |
| Type of Journal (Indian or Foreign) | Foreign |
| Impact Factor (IF) | 4.3 |
Divison category:
Center for Material Characterization (CMC)
Organic Chemistry
Database:
Web of Science (WoS)