Total synthesis of (+/-)-murrayazoline.
The total synthesis of (+/-)-murrayazoline (1) is described. The characteristic hexa-heterocyclic structure of 1 was constructed by a combination of the intramolecular Friedel-Crafts-type Michael addition and Pd-catalyzed C-O coupling reactions. The N-substituted carbazole component was synthesized in one pot by the double N-arylation of a sterically hindered amine with a dibromobiphenyl derivative.
Ueno
Akiko
A
Department of Applied Chemistry, Keio University, 3-14-1 Hiyoshi, Kohoku-ku, Yokohama 223-8522, Japan.
Kitawaki
Takafumi
T
Chida
Noritaka
N
D002227:Carbazoles / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D032101:Murraya / Q000737:chemistry*; D013237:Stereoisomerism
D002227:Carbazoles; C529948:murrayazoline