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Synthesis of (6S,7S,9R,10R)-6,9-epoxynonadec-18-ene-7,10-diol, a marine epoxy lipid isolated from the brown alga, Notheia anomala, by an oxiranyl anion strategy

✍ Scribed by Yuji Mori; Tomoko Sawada; Hiroshi Furukawa

Publisher
Elsevier Science
Year
1999
Tongue
French
Weight
220 KB
Volume
40
Category
Article
ISSN
0040-4039

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✦ Synopsis

The stereocontrolled synthesis of (6S,7S,9R, 10R)-6,9-epoxynonadec-18-ene-7,10-diol, isolated from the brown alga, Notheia anomala, has been achieved. The key 2,3,5-trisubstituted tetrahydrofuran ring was constructed by alkylation of the sulfonyl-stabilized oxiranly anion followed by 5-endo cyclization.

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