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Synlett 1994; 1994(5): 337-339
DOI: 10.1055/s-1994-22845
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Stereoselective Construction of Functionalized Fusicoccane Framework

Nobuo Kato* , Hiroaki Okamoto, Hiroaki Arita, Takayuki Imaoka, Hiroyuki Miyagawa, Hitoshi Takeshita
  • *Institute of Advanced Material Study, 86, Kyushu University, Kasuga-koen, Kasuga, Fukuoka 816, Japan
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Publication Date:
22 March 2002 (online)

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Starting from condensation of two iridoid synthones, (3S,8R) -benzyloxy-1-iriden-7-al and (3R)-7-chloro-1-iridene, the fusicoccane framework with proper stereochemistry of the 8β,9α-glycol function was synthesized. Stereochemistry of the glycol moieties on the flexible medium ring was confirmed, as well as the NOE evidence, by 1H NMR comparisons with the data reported for natural products.