Journal
ORGANIC LETTERS
Volume 13, Issue 17, Pages 4640-4643Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol2018533
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- Ministry of Education, Culture, Sports, Science and Technology of Japan
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A novel synthetic path to sequosempervirin A was established by employing a samarium diiodide promoted intramolecular Barbier-type reaction of the lactonic iodide, In which the key structural feature, a spiro[4.5]decane ring system, could be constructed by controlling the stereochemistry of the hydroxyl group at the 8-position. The absolute configuration of natural sequosempervirin A was revised to be 4S based on this synthesis.
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