e.g. Filippa Pettersson or Cancer Res. 75(6) , 1102-12, (2015) or 10.1002/anie.201600521
Total synthesis of (S)-(+)-imperanene. Effective use of regio-and enantioselective intramolecular carbon-hydrogen insertion reactions catalyzed by chiral dirhodium (II) …
MP Doyle, W Hu, MV Valenzuela
Index: Doyle, Michael P.; Hu, Wenhao; Valenzuela, Marcela V. Journal of Organic Chemistry, 2002 , vol. 67, # 9 p. 2954 - 2959
The total synthesis of (S)-(+)-imperanene, a natural product found in Chinese medicine, has been completed in 12 steps from a commercially available cinnamic acid. The key step is highly enantioselective carbon-hydrogen insertion from a diazoacetate using a chiral dirhodium (II) carboxamidate catalyst. An elimination process essential to the construction has been optimized to avoid intramolecular Friedel-Crafts alkylation.
