Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Synthesis of (±)-Dibenzocyclooctadiene Lignans, (±)-Isoschizandrin, and Their Stereoisomers, Utilizing the Samarium-Barbier Reaction
Tetsuya TAKEYA, Akira OHGUCHI, Seisho TOBINAGA
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Keywords: synthesis, lignan, dibenzocyclooctadiene, samarium-Barbier reaction, oxidative aryl-aryl coupling reaction
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1994 Volume 42 Issue 3 Pages 438-442

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Abstract
Several (±)-dibenzocyclooctadiene lignans, (±)-isoschizandrin (1a), 1b, 2a, and 2b, were synthesized by the samarium-Barbier reaction of the phenylpropenes 4 and the phenylacetone 5 to give the erythro- and threo-butanols 6 and 7, followed by oxidative aryl-aryl coupling reaction of each butanol.
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© The Pharmaceutical Society of Japan
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