Synthesis and antifouling activity of 3-isocyanotheonellin and its analogues

…, K Shinshima, E Yoshimura, K Chiba, M Tada…

Index: Kitano, Yoshikazu; Ito, Toshihiro; Suzuki, Takehiro; Nogata, Yasuyuki; Shinshima, Kyouji; Yoshimura, Erina; Chiba, Kazuhiro; Tada, Masahiro; Sakaguchi, Isamu Journal of the Chemical Society. Perkin Transactions 1, 2002 , # 20 p. 2251 - 2255

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Citation Number: 29

Abstract

A new synthesis of 3-isocyanotheonellin, a marine sesquiterpene with potent antifouling activity against the larvae of the barnacle Balanus amphirite, and its analogues is described. The highlight of the synthetic strategy is the one-step construction of a tertiary isocyanide from an alcohol using trimethylsilyl cyanide and a silver salt. The antifouling activities of 3- isocyanotheonellin and its analogues are also reported.