Tetrahedron

A general strategy for the convergent synthesis of fused polycyclic ethers via B-alkyl Suzuki coupling: synthesis of the ABCD ring fragment of ciguatoxins

M Sasaki, M Ishikawa, H Fuwa, K Tachibana

文献索引：Sasaki, Makoto; Ishikawa, Makoto; Fuwa, Haruhiko; Tachibana, Kazuo Tetrahedron, 2002 , vol. 58, # 10 p. 1889 - 1911

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被引用次数: 77

摘要

A new method for convergent coupling of fused polycyclic ethers has been developed, which relies on B-alkyl Suzuki cross-coupling of lactone-derived enol triflates or phosphates. The strategy was successfully applied to a convergent synthesis of the ABCD ring fragment 4 of ciguatoxins, the causative toxin for ciguatera fish poisoning. The synthetic route includes a convergent union of the B and D rings (18 and 29c, respectively) by the B-alkyl Suzuki ...