875654-30-1Relevant academic research and scientific papers
Total synthesis of lamellarins D, H, and R and ningalin B
Li, Qingjiang,Jiang, Jingqian,Fan, Aili,Cui, Yuxin,Jia, Yanxing
, p. 312 - 315 (2011/03/23)
A concise total synthesis of lamellarins D (7 steps), H (7 steps), and R (5 steps) and ningalin B (5 steps) is achieved starting from the corresponding aldehydes and amines. The synthesis features three oxidative reactions as key steps in a biomimetic manner, involving an AgOAc-mediated oxidative coupling reaction to construct the pyrrole core, a Pb(OAc)4-induced oxidative cyclization to form the lactone, and Kita's oxidation reaction to form the pyrrole-arene C-C bond.
Total synthesis of lamellarins D, L, and N
Fujikawa, Naotaka,Ohta, Takeshi,Yamaguchi, Tomohiro,Fukuda, Tsutomu,Ishibashi, Fumito,Iwao, Masatomo
, p. 594 - 604 (2007/10/03)
Total synthesis of cytotoxic marine alkaloids, lamellarins D, L, and N, has been achieved by using Hinsberg-type pyrrole synthesis and palladium-catalyzed Suzuki-Miyaura coupling of the 3,4-dihydroxypyrrole bistriflate 6 as the key reactions. The total yields of lamellarins D, L, and N from the common intermediate 6 are 54, 58, and 50%, respectively.
