Enantioselective synthesis of the fully functionalized ABC ring of zoanthenol.
Zoanthenol, isolated from Zoanthus sp., possesses an extremely complex architecture including contiguous quaternary carbons. An enantioselective synthesis of the fully functionalized ABC-ring of zoanthenol has been achieved and is described herein. The key features of the synthesis are the enzymatic kinetic optical resolution and the Mizoroki-Heck/Simmons-Smith reaction strategy used to construct the congested asymmetric quaternary carbons.
Sugano
Naoki
N
Department of Chemistry, Graduate School of Science, Tohoku University, Aramaki-aza Aoba, Aoba-ku, Sendai, Miyagi, Japan.
Koizumi
Yuuki
Y
Hirai
Go
G
Oguri
Hiroki
H
Kobayashi
Shoji
S
Yamashita
Shuji
S
Hirama
Masahiro
M
D000470:Alkaloids / Q000737:chemistry; D006572:Heterocyclic Compounds, Bridged-Ring / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D010084:Oxidation-Reduction; D013237:Stereoisomerism
D000470:Alkaloids; D006572:Heterocyclic Compounds, Bridged-Ring; C457061:zoanthenol