Total synthesis and revision of stereochemistry of a natural benzo[g]isochromene stereodiad isolated from rubia philippinensis
| Title | Total synthesis and revision of stereochemistry of a natural benzo[g]isochromene stereodiad isolated from rubia philippinensis |
| Publication Type | Journal Article |
| Year of Publication | 2024 |
| Authors | Choudhury, R, Miriyala, SRavi Teja, Resmi, KR, Sridhar, B, Kasa, SRKrishna, D. Reddy, S |
| Journal | Organic Letters |
| Volume | 26 |
| Issue | 13 |
| Pagination | 2574-2579 |
| Date Published | MAR |
| Type of Article | Article |
| ISSN | 1523-7060 |
| Abstract | This study presents a total synthesis and revision of the stereochemical configuration of the conformationally flexible natural product benzo[g]isochromene stereodiad alongside its diastereomeric counterparts. The highlights of the synthesis are the TiCl4-mediated diastereoselective aldol reaction, Pd-catalyzed lactonization, and Schmidt glycosidation. Our efforts using total synthesis disclosed herein proved that a previously assigned structure required revision. |
| DOI | 10.1021/acs.orglett.4c00553 |
| Type of Journal (Indian or Foreign) | Foreign |
| Impact Factor (IF) | 5.2 |
Divison category:
Organic Chemistry
Database:
Web of Science (WoS)
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