144398-25-4Relevant academic research and scientific papers
Convergent Total Synthesis of Lamellarins and Their Congeners
Morikawa, Daiki,Morii, Kazuki,Yasuda, Yuto,Mori, Atsunori,Okano, Kentaro
, p. 8603 - 8617 (2020/07/16)
A convergent total synthesis of lamellarins S and Z is described. The synthesis features a halogen dance of an easily accessible α,β-dibromopyrrole promoted by an ester moiety. The resultant β,β′-dibromopyrrole undergoes a ligand-controlled Suzuki-Miyaura coupling to provide a range of diarylated pyrrole derivatives. The established synthetic method was also applicable to the synthesis of ningalin B and lukianols A and B.
Total synthesis of the marine natural products lukianols A and B
Takamura, Kaoru,Matsuo, Hisami,Tanaka, Ayana,Tanaka, Junji,Fukuda, Tsutomu,Ishibashi, Fumito,Iwao, Masatomo
, p. 2782 - 2788 (2013/03/29)
Total synthesis of the pyrrolic marine natural products lukianols A (1) and B (2) has been achieved using N-benzenesulfonyl-3,4-dibromopyrrole (3) as a common starting material. The key synthetic strategy developed is the combined bromine-directed lithiation and palladium-catalyzed cross-coupling of 3 to produce 3,4-diarylpyrrol-2-carboxylates. Regioselective iodination of the phenolic intermediate 24 was thoroughly investigated for the synthesis of lukianol B.
