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Synthesis of 3-hydroxyindolin-2-one alkaloids,(±)-donaxaridine and (±)-convolutamydines A and E, through enolization–Claisen rearrangement of 2-allyloxyindolin-3- …

T Kawasaki, M Nagaoka, T Satoh, A Okamoto, R Ukon…

文献索引:Kawasaki, Tomomi; Nagaoka, Miyuki; Satoh, Tomoko; Okamoto, Ayako; Ukon, Rie; Ogawa, Atsuyo Tetrahedron, 2004 , vol. 60, # 15 p. 3493 - 3503

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被引用次数: 84

摘要

Claisen rearrangement triggered by enolization of 2-allyloxyindolin-3-ones with DBU was performed in order to prepare 3-allyl-3-hydroxyindolin-2-ones. Total synthesis of 3- hydroxyindolin-2-one alkaloids,(±)-donaxaridine, as well as (±)-convolutamydines A and E, was achieved by transformation of the allyl moiety of 3-allyl-3-hydroxyindolin-2-ones.