Synthesis of atromentin and its O-alkylated natural products.
The structure of a long-known natural pigment, atromentin, was established by a total synthesis based on double Suzuki-Miyaura coupling and by a single-crystal X-ray analysis of the synthetic sample thereby obtained. A similar strategy including ceric ammonium nitrate (CAN) oxidation was applied to prepare 2-O-methoxyatromentin and thelephantin I.
RIKEN, Wako, Saitama, Japan.
Yue Qi
YQ
Ye
Hiroyuki
H
Koshino
Naoki
N
Abe
Takemichi
T
Nakamura
Daisuke
D
Hashizume
Shunya
S
Takahashi
D000478:Alkylation; D016227:Benzoquinones / Q000138:chemical synthesis* / Q000737:chemistry; D001688:Biological Products; D002563:Cerium / Q000737:chemistry; D015394:Molecular Structure; D010636:Phenols / Q000138:chemical synthesis* / Q000737:chemistry; D010860:Pigments, Biological / Q000737:chemistry*; D014961:X-Ray Diffraction
D016227:Benzoquinones; D001688:Biological Products; D010636:Phenols; D010860:Pigments, Biological; D002563:Cerium; C518213:atromentin; C004653:ceric ammonium nitrate