Studies toward the total synthesis of parvifolals A/B: an intramolecular o-quinone methide [4 + 2]-cycloaddition to construct the central tetracyclic core
| Title | Studies toward the total synthesis of parvifolals A/B: an intramolecular o-quinone methide [4 + 2]-cycloaddition to construct the central tetracyclic core |
| Publication Type | Journal Article |
| Year of Publication | 2019 |
| Authors | Paymode, DJ, Ramana, CV |
| Journal | ACS Omega |
| Volume | 4 |
| Issue | 1 |
| Pagination | 810–818 |
| Date Published | JAN |
| Type of Article | Article |
| Abstract | Two different approaches funded upon the intramolecular [4 + 2]-cycloaddition of in situ generated o-quinone methides have been explored to construct the central tetracyclic core of parvifolals A/B. At the outset, a cross-pinacol coupling of 2-formyl tri-O-methyl resveratrol with 4-methoxysalicylaldehyde followed by acid treatment was found to provide the desired tetracyclic core with an internal olefin. The requisite pendant aryl group has been introduced by a Pd-catalyzed direct coupling of corresponding diazonium salt. |
| DOI | 10.1021/acsomega.8b02777 |
| Type of Journal (Indian or Foreign) | Foreign |
| Impact Factor (IF) | 2.584 |
Divison category:
Organic Chemistry