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Synthesis 1999; 1999(5): 885-897
DOI: 10.1055/s-1999-3462
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Development of Novel Reactions Using Hypervalent Iodine(III) Reagents: Total Synthesis of Sulfur-Containing Pyrroloiminoquinone Marine Product, (±)-Makaluvamine F

Yasuyuki Kita* , Masahiro Egi, Takeshi Takada, Hirofumi Tohma
  • *Graduate School of Pharmaceutical Sciences, Osaka University, 1-6 Yamada-oka, Suita, Osaka 565-0871, Japan; Fax +81(6)68 79 82 29; E-mail: kita@phs.osaka-u.ac.jp
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Publication Date:
31 December 1999 (online)

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Novel and efficient intramolecular nucleophilic substitution reactions of phenol ethers using activated hypervalent iodine species have been developed and their application to the total synthesis of strongly cytotoxic makaluvamine F (1), a member of sulfur-containing pyrroloiminoquinone marine products, is described.

hypervalent iodine reagents - phenol ethers - cation radical - makaluvamine F - N,S-acetal