Rapid assembly of the salvileucalin B norcaradiene core.
Preparation of the polycyclic core of the cytotoxic natural product salvileucalin B is described. The key feature of this synthetic strategy is a copper-catalyzed intramolecular arene cyclopropanation to provide the central norcaradiene. These studies lay the foundation for continued investigations toward an enantioselective total synthesis of 1.
Levin
Sergiy
S
The Arnold and Mabel Beckman Laboratories of Chemical Synthesis, Division of Chemistry and Chemical Engineering, California Institute of Technology, Pasadena, California 91125, USA.
Nani
Roger R
RR
Reisman
Sarah E
SE
D000972:Antineoplastic Agents, Phytogenic / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D002384:Catalysis; D020650:Combinatorial Chemistry Techniques; D004224:Diterpenes / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D006213:Hallucinogens / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D006801:Humans; D015394:Molecular Structure; D010946:Plants, Medicinal / Q000737:chemistry; D027544:Salvia / Q000737:chemistry
D000972:Antineoplastic Agents, Phytogenic; D004224:Diterpenes; D006213:Hallucinogens; C533291:salvileucalin B