
Chemical and Pharmaceutical Bulletin p. 524 - 527 (1992)
Update date:2022-08-04
Topics:
Matsushita
Yoshida
Zhang
Miyashita
Irie
Ueno
Tsurushima
Synthesis of (-)-gloeosporone (1a), isolated from spores of Colletotrichum gloeosporioides as a self-inhibitor for germination, and its three diastereomers was accomplished starting from (S)- and (R)-1-tridecen-8-ol obtained from their (S)-naphthyl ethylcarbamates (8a and 8b), both of which were isolated from the mixture of diastereoisomers derived from racemic 1-tridecen-8-ol (7) and the Pirkle reagent. Biological testing of the compounds showed weak self-inhibitor activity toward germination of the spores.
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