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