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Synfacts 2010(1): 0009-0009  
DOI: 10.1055/s-0029-1218393
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart ˙ New York

Synthesis of Haterumalide NA

Contributor(s): Philip Kocienski, Stewart Eccles
M. Ueda, M. Yamaura, Y. Ikeda, Y. Suzuki, K. Yoshizato, I. Hayakawa, H. Kigoshi*
University of Tsukuba, Ibaraki, Japan
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Publication History

Publication Date:
21 December 2009 (online)

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Significance

The haterumalides are marine macrolides that exhibit cytotoxicity against a range of cancer cell lines. Haterumalide NA was isolated from an Okinawan sponge Iricinia sp. The key fragment linkages in this synthesis of Haterumalide NA were achieved by a B-alkyl Suzuki-Miyaura coupling (C + D → E) and a Nozaki-­Hiyama-Kishi reaction with iodoalkene I.