Synthesis of pseudodeflectusin and ustusorane C: structural revision of aspergione a and B.
The syntheses of racemic and optically active pseudodeflectusin and ustusorane C are described. The (1)H- and (13)C-NMR data for our synthetic pseudodeflectusin and ustusorane C were identical to those of the corresponding natural products. We also synthesized the proposed structure of aspergione A and B whose (1)H- and (13)C-NMR data were identical to those of ustusorane C and pseudodeflectusin. The (1)H- and (13)C-NMR spectra of our synthetic aspergione A and B were different from those of the natural compounds. Our results confirm that aspergione A and B are in fact ustusorane C and pseudodeflectusin, respectively.
Kuramochi
Kouji
K
Graduate School of Life and Environmental Science, Kyoto Prefectural University, Kyoto, Japan.
Saito
Fumiyo
F
Nakazaki
Atsuo
A
Takeuchi
Toshifumi
T
Tsubaki
Kazunori
K
Sugawara
Fumio
F
Kobayashi
Susumu
S
D001578:Benzopyrans / Q000138:chemical synthesis* / Q000737:chemistry*; D002839:Chromans / Q000138:chemical synthesis* / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D012717:Sesquiterpenes / Q000138:chemical synthesis* / Q000737:chemistry*
D001578:Benzopyrans; D002839:Chromans; D012717:Sesquiterpenes; C554193:aspergione A; C554194:aspergione B; C495736:pseudodeflectusin; C554192:ustusorane C