Palladium-catalyzed routes to geranylated or farnesylated phenolic stilbenes: synthesis of pawhuskin C and schweinfurthin J
| Title | Palladium-catalyzed routes to geranylated or farnesylated phenolic stilbenes: synthesis of pawhuskin C and schweinfurthin J |
| Publication Type | Journal Article |
| Year of Publication | 2012 |
| Authors | Singh, M, Argade, NP |
| Journal | Synthesis-Stuttgart |
| Volume | 44 |
| Issue | 18 |
| Pagination | 2895-2902 |
| Date Published | SEP |
| ISSN | 0039-7881 |
| Keywords | geranylated or farnesylated stilbenes, Natural products, palladium-catalyzed coupling reactions, phloroglucinol, Total synthesis |
| Abstract | Starting from double MOM-protected phloroglucinol, the facile total syntheses of bioactive natural products pawhuskin C and schweinfurthin J were accomplished in good overall yields. The Heck, Stille, or Suzuki coupling reactions of two different electron-rich phenolic segments bearing geranylated or farnesylated units were involved in the decisive step. The Sonogashira coupling reaction followed by palladium-catalyzed chemo-and stereoselective cis-reduction of an alkyne unit and subsequent isomerization to give the desired natural products is also described. |
| DOI | 10.1055/s-0032-1316765 |
| Type of Journal (Indian or Foreign) | Foreign |
| Impact Factor (IF) | 2.5 |
Divison category:
Organic Chemistry
