Second-generation total synthesis of haterumalide NA using B-alkyl Suzuki-Miyaura coupling.
Second-generation total synthesis of haterumalide NA, a potent cytotoxic marine macrolide, was achieved by using B-alkyl Suzuki-Miyaura coupling and Nozaki-Hiyama-Kishi coupling as key steps (1.2% in 33 steps). Compared to our first-generation approach, the second-generation synthesis is much improved in the yield of key intermediate.
Hayakawa
Ichiro
I
Department of Chemistry, Graduate School of Pure and Applied Sciences, Center for Tsukuba Advanced Research Alliance, University of Tsukuba, Ibaraki, Japan.
Ueda
Mitsuru
M
Yamaura
Masashi
M
Ikeda
Yoichi
Y
Suzuki
Yuta
Y
Yoshizato
Kensaku
K
Kigoshi
Hideo
H
D000818:Animals; D018942:Macrolides / Q000138:chemical synthesis* / Q000737:chemistry; D008387:Marine Toxins / Q000737:chemistry; D011161:Porifera / Q000737:chemistry
D018942:Macrolides; D008387:Marine Toxins