Total syntheses of (2S)-antafumicins A and B.

Article abstract of DOI:10.1271/bbb.58.1627

To clarify the absolute configurations of antafumicins A and B, which are antifungal substances from Aspergillus niger NH-401, the total synthesis of (2S)-antafumicins was accomplished by starting from (S)-malic acid in 12 steps. Based upon the physicochemical data of the synthetic samples, the absolute configurations of naturally occurring antafumicins A and B were determined as (2R,4S)- and (2R,4R)-4-(3-acetyl-2,6-dihydroxyphenyl)-2-methoxy-4-butanolide, respectively.

Full text of DOI:10.1271/bbb.58.1627

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Total Syntheses of (2S)-Antafumicins A and B
Yuzo Fujimotoa, Tatsuzo Ukitaab, Hisashi Miyagawaac, Tetsu Tsurushimaad, Hiroshi Irieae,
Keiichiro Nishimuraaf & Tamio Uenoaf
a Analytical Chemistry Research Laboratory, Tanabe Seiyaku Co. Ltd., Yodogawa-ku,
Osaka 532, Japan
b Research Laboratory of Applied Biochemistry, Tanabe Seiyaku Co. Ltd., Yodogawa-ku,
Osaka 532, Japan
c Pesticide Research Institute, Kyoto University, Kyoto, 606–01, Japan
d Hannan University, Amami-higashi, Matsubara, Osaka 580, Japan
e Faculty of Pharmaceutical Sciences, Nagasaki University, Nagasaki 852, Japan
f Department of Agriculture Chemistry, Kyoto University, Kyoto 606–01, Japan
Published online: 12 Jun 2014.
To cite this article: Yuzo Fujimoto, Tatsuzo Ukita, Hisashi Miyagawa, Tetsu Tsurushima, Hiroshi Irie, Keiichiro Nishimura
& Tamio Ueno (1994) Total Syntheses of (2S)-Antafumicins A and B, Bioscience, Biotechnology, and Biochemistry, 58:9,
1627-1631, DOI: 10.1271/bbb.58.1627
To link to this article: http://dx.doi.org/10.1271/bbb.58.1627
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