Enantioselective total synthesis of (-)-erinacine B.
The first enantioselective total synthesis of (-)-erinacine B has been achieved. Our approach features convergent construction of the 5-6-7 tricyclic cyathane core system via chiral building blocks prepared using asymmetric catalysis developed by us and highly stereoselective construction of all stereogenic centers in the aglycon. [reaction: see text].
Watanabe
Hideaki
H
Department of Chemistry, Faculty of Science and Engineering, Waseda University, 3-4-1, Ohkubo, Shinjuku, Tokyo 169-8555, Japan.
Takano
Masashi
M
Umino
Akinori
A
Ito
Toshiya
T
Ishikawa
Hiroyuki
H
Nakada
Masahisa
M
D002384:Catalysis; D004224:Diterpenes / Q000737:chemistry*; D006576:Heterocyclic Compounds, 4 or More Rings / Q000138:chemical synthesis* / Q000737:chemistry; D007659:Ketones / Q000737:chemistry*; D008968:Molecular Conformation; D012441:Saccharomyces cerevisiae / Q000737:chemistry; D013237:Stereoisomerism
D004224:Diterpenes; D006576:Heterocyclic Compounds, 4 or More Rings; D007659:Ketones; C497675:cyathane; C518057:erinacine B