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Synlett 1995; 1995(11): 1179-1180
DOI: 10.1055/s-1995-5225
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Synthesis of two Diastereoisomers of A/B Fragment of Ciguatoxin

Seijiro Hosokawa, Minoru Isobe*
  • *Laboratory of Organic Chemistry, School of Agricultural Sciences, Nagoya University, Chikusa, Nagoya 464-01, Japan
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Publication Date:
31 December 2000 (online)

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Synthesis of 2 diastereoisomers of A/B fragments of ciguatoxin was achieved by connecting a hexose and 2 pentose derivatives with silylacetylene. The key steps are the cationic cyclization and reductive decomplexation of the acetylene biscobalthexacarbonyl complex.

Two diastereoisomers were synthesized from D-glucose and D-arabinose or L-xylose derivatives as partial model compounds for the A/B ring of ciguatoxin.